#------------------------------------------------------------------------------
#$Date: 2025-04-05 06:14:37 +0300 (Sat, 05 Apr 2025) $
#$Revision: 298915 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/79/7717903.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_7717903
loop_
_publ_author_name
'Dotzauer, Simon'
'Kar, Sourav'
'Swoboda, Theresa'
'Weidemann, Christoph'
'Häfner, Andreas'
'Dewhurst, Rian D.'
'Braunschweig, Holger'
_publ_section_title
;
 Synthesis of base-free boriranes and their conversion to borirenes using
 strong reductant.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3857
_journal_page_last               3862
_journal_paper_doi               10.1039/d5dt00069f
_journal_volume                  54
_journal_year                    2025
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C19 H34 B N3 O2'
_chemical_formula_sum            'C19 H34 B N3 O2'
_chemical_formula_weight         347.30
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-03-27
_audit_creation_method           'CIF-fill 1.4t (K.Radacki, 2005-23)'
_audit_update_record
;
2024-10-29 deposited with the CCDC.	2025-01-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.38220(10)
_cell_length_b                   8.04120(10)
_cell_length_c                   39.2727(6)
_cell_measurement_reflns_used    12929
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.2800
_cell_measurement_theta_min      4.4590
_cell_volume                     2015.50(5)
_computing_cell_refinement       'CrysAlisPro 1.171.43.111a (Rigaku OD, 2024)'
_computing_data_collection
;
 CrysAlisPro system (CCD 43.112a 64-bit (release 01-03-2024))
;
_computing_data_reduction        'CrysAlisPro 1.171.43.111a (Rigaku OD, 2024)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)''
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 HPA
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HyPix Arc150'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω    -92.00 -65.00   0.25    0.13    --  -76.38 112.00-120.00  108
  2  ω    -62.00 -33.00   0.25    0.13    --  -76.38 112.00-120.00  116
  3  ω    -85.00 -50.00   0.25    0.13    --  -76.38 -15.00  60.00  140
  4  ω   -127.00-100.00   0.25    0.13    --  -76.38 -15.00  60.00  108
  5  ω   -109.00 -32.00   0.25    0.13    --  -60.28 -15.00 120.00  308
  6  ω     46.00 125.00   0.25    0.13    --   76.43  15.00   0.00  316
  7  ω     71.00 135.00   0.25    0.13    --   84.40  15.00 -60.00  256
  8  ω     50.00 131.00   0.25    0.13    --   84.40  15.00-120.00  324
  9  ω    103.00 128.00   0.25    0.13    --   84.40  15.00   0.00  100
 10  ω     48.00 127.00   0.25    0.13    --   84.40  15.00 150.00  316
 11  ω     40.00 113.00   0.25    0.13    --   76.43  15.00  90.00  292
 12  ω     65.00  90.00   0.25    0.13    --   84.40 -95.00 -60.00  100
 13  ω     42.00  93.00   0.25    0.13    --   76.43-112.00-150.00  204
 14  ω     46.00  72.00   0.25    0.13    --   58.64-126.00 -90.00  104
 15  ω     21.00  46.00   0.25    0.13    --   58.64-126.00 -60.00  100
 16  ω     25.00  59.00   0.25    0.13    --   58.64-126.00  60.00  136
 17  ω     47.00  93.00   0.25    0.13    --   76.43-112.00  60.00  184
 18  ω     26.00  52.00   0.25    0.13    --   58.64-126.00  90.00  104
 19  ω     16.00  49.00   0.25    0.13    --   58.64 -95.00 120.00  132
 20  ω     30.00  56.00   0.25    0.13    --   58.64 -95.00  60.00  104
 21  ω     19.00  45.00   0.25    0.13    --   58.64 -95.00   0.00  104
 22  ω     16.00  42.00   0.25    0.13    --   58.64 -95.00 -30.00  104
 23  ω     22.00  48.00   0.25    0.13    --   58.64 -95.00-180.00  104
 24  ω     19.00  48.00   0.25    0.13    --   58.64 -95.00 -90.00  116
 25  ω     67.00  92.00   0.25    0.13    --   84.40 -95.00-180.00  100
 26  ω     41.00  75.00   0.25    0.13    --   76.43 -95.00 -30.00  136
 27  ω     66.00  92.00   0.25    0.13    --   84.40 -95.00 -90.00  104
 28  ω     65.00  91.00   0.25    0.13    --   84.40 -95.00 -30.00  104
 29  ω     55.00  91.00   0.25    0.13    --   84.40 -95.00  60.00  144
 30  ω     38.00  82.00   0.25    0.13    --   76.43 -95.00  90.00  176
 31  ω     34.00  69.00   0.25    0.13    --   76.43 -95.00 150.00  140
 32  ω     42.00  92.00   0.25    0.13    --   84.40 -95.00 120.00  200
 33  ω     67.00  92.00   0.25    0.13    --   84.40 -95.00  90.00  100
 34  ω     51.00  92.00   0.25    0.13    --   84.40 -95.00   0.00  164
 35  ω     43.00  92.00   0.25    0.13    --   84.40 -95.00-120.00  196
 36  ω     43.00  90.00   0.25    0.13    --   84.40 -95.00-150.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      -0.1756257000
_diffrn_orient_matrix_UB_12      0.1073202000
_diffrn_orient_matrix_UB_13      -0.0154951000
_diffrn_orient_matrix_UB_21      -0.1350248000
_diffrn_orient_matrix_UB_22      -0.0290633000
_diffrn_orient_matrix_UB_23      0.0319729000
_diffrn_orient_matrix_UB_31      0.0956896000
_diffrn_orient_matrix_UB_32      0.1560273000
_diffrn_orient_matrix_UB_33      0.0166508000
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            24242
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.891
_diffrn_reflns_theta_min         4.503
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    0.575
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.805
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.43.111a (Rigaku Oxford Diffraction, 2024) Numerical 
 absorption correction based on gaussian integration over a multifaceted 
 crystal model Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_description       plate
_exptl_crystal_F_000             760
_exptl_crystal_preparation
;
 For data collection the crystal was immersed in a film of perfluoropolyether 
 oil, mounted on a polyimide loop and transferred to stream of cold nitrogen 
 (Oxford Cryostream 800).
;
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 'Refined as an inversion twin.'
_refine_ls_abs_structure_Flack   0.2(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3934
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0371
_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)+(0.0528P)²+0.1260P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0931
_reflns_Friedel_coverage         0.647
_reflns_Friedel_fraction_full    0.977
_reflns_Friedel_fraction_max     0.910
_reflns_number_gt                3504
_reflns_number_total             3934
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt00069f2.cif
_cod_data_source_block           4b
_cod_depositor_comments
'Adding full bibliography for 7717899--7717905.cif.'
_cod_database_code               7717903
_shelx_shelxl_version_number     2018/3
_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   0.899
_shelx_estimated_absorpt_t_max   0.989
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1_1 B 0.2827(4) 0.5446(3) 0.38305(6) 0.0227(5) Uani 1 1 d . . . . .
C2_1 C 0.1895(3) 0.6525(2) 0.35639(5) 0.0226(4) Uani 1 1 d . . . . .
C3_1 C 0.3493(3) 0.5505(2) 0.34675(5) 0.0226(4) Uani 1 1 d . . . . .
N1_2 N 0.2958(3) 0.4814(2) 0.41698(4) 0.0219(4) Uani 1 1 d . . . . .
C2_2 C 0.2735(3) 0.6007(3) 0.44592(5) 0.0240(4) Uani 1 1 d . . . . .
C3_2 C 0.2212(4) 0.5090(3) 0.47911(5) 0.0296(5) Uani 1 1 d . . . . .
H3A_2 H 0.230559 0.588440 0.498301 0.035 Uiso 1 1 calc R U . . .
H3B_2 H 0.074860 0.468588 0.477930 0.035 Uiso 1 1 calc R U . . .
C4_2 C 0.3650(4) 0.3621(3) 0.48631(5) 0.0314(5) Uani 1 1 d . . . . .
H4A_2 H 0.511264 0.400915 0.489024 0.038 Uiso 1 1 calc R U . . .
H4B_2 H 0.321743 0.305717 0.507583 0.038 Uiso 1 1 calc R U . . .
C5_2 C 0.3495(4) 0.2431(3) 0.45652(5) 0.0308(5) Uani 1 1 d . . . . .
H5A_2 H 0.203990 0.200983 0.455037 0.037 Uiso 1 1 calc R U . . .
H5B_2 H 0.442287 0.146699 0.460856 0.037 Uiso 1 1 calc R U . . .
C6_2 C 0.4096(3) 0.3214(3) 0.42220(5) 0.0248(5) Uani 1 1 d . . . . .
C7_2 C 0.4727(4) 0.7059(3) 0.45058(6) 0.0320(5) Uani 1 1 d . . . . .
H7A_2 H 0.512617 0.755273 0.428705 0.048 Uiso 1 1 calc R U . . .
H7B_2 H 0.586728 0.635082 0.458868 0.048 Uiso 1 1 calc R U . . .
H7C_2 H 0.445610 0.794553 0.467139 0.048 Uiso 1 1 calc R U . . .
C8_2 C 0.0928(3) 0.7205(3) 0.43856(5) 0.0287(5) Uani 1 1 d . . . . .
H8A_2 H 0.131688 0.794388 0.419746 0.043 Uiso 1 1 calc R U . . .
H8B_2 H 0.063418 0.786944 0.458926 0.043 Uiso 1 1 calc R U . . .
H8C_2 H -0.032351 0.656904 0.432292 0.043 Uiso 1 1 calc R U . . .
C9_2 C 0.6494(3) 0.3408(3) 0.41994(5) 0.0305(5) Uani 1 1 d . . . . .
H9A_2 H 0.714046 0.231006 0.417320 0.046 Uiso 1 1 calc R U . . .
H9B_2 H 0.701600 0.393390 0.440793 0.046 Uiso 1 1 calc R U . . .
H9C_2 H 0.684992 0.410311 0.400281 0.046 Uiso 1 1 calc R U . . .
C10_2 C 0.3371(4) 0.1990(3) 0.39459(5) 0.0306(5) Uani 1 1 d . . . . .
H10A_2 H 0.388181 0.236258 0.372330 0.046 Uiso 1 1 calc R U . . .
H10B_2 H 0.183618 0.194459 0.394287 0.046 Uiso 1 1 calc R U . . .
H10C_2 H 0.393101 0.088119 0.399530 0.046 Uiso 1 1 calc R U . . .
N1_3 N 0.0556(3) 0.7664(2) 0.34133(4) 0.0246(4) Uani 1 1 d . . . . .
C2_3 C -0.1189(3) 0.8337(3) 0.36096(5) 0.0291(5) Uani 1 1 d . . . . .
H2A_3 H -0.068063 0.922497 0.376329 0.035 Uiso 1 1 calc R U . . .
H2B_3 H -0.182219 0.744809 0.375057 0.035 Uiso 1 1 calc R U . . .
C3_3 C -0.2802(4) 0.9030(3) 0.33693(6) 0.0317(5) Uani 1 1 d . . . . .
H3A_3 H -0.339598 0.811426 0.323127 0.038 Uiso 1 1 calc R U . . .
H3B_3 H -0.395698 0.953305 0.350241 0.038 Uiso 1 1 calc R U . . .
O4_3 O -0.1930(2) 1.02567(18) 0.31479(4) 0.0300(4) Uani 1 1 d . . . . .
C5_3 C -0.0239(4) 0.9576(3) 0.29541(6) 0.0316(5) Uani 1 1 d . . . . .
H5A_3 H 0.035875 1.044963 0.280547 0.038 Uiso 1 1 calc R U . . .
H5B_3 H -0.077355 0.867134 0.280667 0.038 Uiso 1 1 calc R U . . .
C6_3 C 0.1444(3) 0.8904(3) 0.31832(5) 0.0275(5) Uani 1 1 d . . . . .
H6A_3 H 0.256632 0.839125 0.304433 0.033 Uiso 1 1 calc R U . . .
H6B_3 H 0.206794 0.982269 0.331694 0.033 Uiso 1 1 calc R U . . .
N1_4 N 0.4662(3) 0.5150(2) 0.31816(4) 0.0241(4) Uani 1 1 d . . . . .
C2_4 C 0.6303(4) 0.3901(3) 0.32075(6) 0.0309(5) Uani 1 1 d . . . . .
H2A_4 H 0.567803 0.277491 0.319789 0.037 Uiso 1 1 calc R U . . .
H2B_4 H 0.704439 0.401826 0.342762 0.037 Uiso 1 1 calc R U . . .
C3_4 C 0.7833(4) 0.4121(3) 0.29172(5) 0.0276(5) Uani 1 1 d . . . . .
H3A_4 H 0.851187 0.522408 0.293574 0.033 Uiso 1 1 calc R U . . .
H3B_4 H 0.893957 0.326103 0.293290 0.033 Uiso 1 1 calc R U . . .
O4_4 O 0.6806(2) 0.39907(18) 0.25965(4) 0.0286(3) Uani 1 1 d . . . . .
C5_4 C 0.5225(3) 0.5241(3) 0.25712(5) 0.0290(5) Uani 1 1 d . . . . .
H5A_4 H 0.452144 0.515294 0.234720 0.035 Uiso 1 1 calc R U . . .
H5B_4 H 0.588326 0.635309 0.258601 0.035 Uiso 1 1 calc R U . . .
C6_4 C 0.3618(3) 0.5060(3) 0.28513(5) 0.0267(5) Uani 1 1 d . . . . .
H6A_4 H 0.256263 0.595783 0.283295 0.032 Uiso 1 1 calc R U . . .
H6B_4 H 0.288722 0.397949 0.282859 0.032 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 0.0181 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'
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 2 0.0288
0 -1 -2 0.0279
1 0 1 0.0615
-1 0 -1 0.1247
0 0 -1 0.0111
0 0 1 0.0131
1 -2 -1 0.0288
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
N1_2 B1_1 C2_1 152.8(2) . . ?
N1_2 B1_1 C3_1 152.6(2) . . ?
C2_1 B1_1 C3_1 54.57(14) . . ?
C3_1 C2_1 N1_3 137.83(19) . . ?
C3_1 C2_1 B1_1 62.86(15) . . ?
N1_3 C2_1 B1_1 159.24(19) . . ?
C2_1 C3_1 N1_4 139.15(19) . . ?
C2_1 C3_1 B1_1 62.57(15) . . ?
N1_4 C3_1 B1_1 158.2(2) . . ?
B1_1 N1_2 C6_2 117.62(16) . . ?
B1_1 N1_2 C2_2 118.38(16) . . ?
C6_2 N1_2 C2_2 119.71(15) . . ?
N1_2 C2_2 C8_2 109.40(16) . . ?
N1_2 C2_2 C3_2 110.98(16) . . ?
C8_2 C2_2 C3_2 107.41(17) . . ?
N1_2 C2_2 C7_2 111.43(17) . . ?
C8_2 C2_2 C7_2 107.39(17) . . ?
C3_2 C2_2 C7_2 110.08(18) . . ?
C4_2 C3_2 C2_2 113.55(18) . . ?
C4_2 C3_2 H3A_2 108.9 . . ?
C2_2 C3_2 H3A_2 108.9 . . ?
C4_2 C3_2 H3B_2 108.9 . . ?
C2_2 C3_2 H3B_2 108.9 . . ?
H3A_2 C3_2 H3B_2 107.7 . . ?
C5_2 C4_2 C3_2 107.91(18) . . ?
C5_2 C4_2 H4A_2 110.1 . . ?
C3_2 C4_2 H4A_2 110.1 . . ?
C5_2 C4_2 H4B_2 110.1 . . ?
C3_2 C4_2 H4B_2 110.1 . . ?
H4A_2 C4_2 H4B_2 108.4 . . ?
C4_2 C5_2 C6_2 113.69(19) . . ?
C4_2 C5_2 H5A_2 108.8 . . ?
C6_2 C5_2 H5A_2 108.8 . . ?
C4_2 C5_2 H5B_2 108.8 . . ?
C6_2 C5_2 H5B_2 108.8 . . ?
H5A_2 C5_2 H5B_2 107.7 . . ?
N1_2 C6_2 C10_2 108.00(16) . . ?
N1_2 C6_2 C5_2 110.66(17) . . ?
C10_2 C6_2 C5_2 106.33(17) . . ?
N1_2 C6_2 C9_2 112.87(18) . . ?
C10_2 C6_2 C9_2 108.87(18) . . ?
C5_2 C6_2 C9_2 109.86(18) . . ?
C2_2 C7_2 H7A_2 109.5 . . ?
C2_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C2_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C2_2 C8_2 H8A_2 109.5 . . ?
C2_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C2_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C6_2 C9_2 H9A_2 109.5 . . ?
C6_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C6_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C6_2 C10_2 H10A_2 109.5 . . ?
C6_2 C10_2 H10B_2 109.5 . . ?
H10A_2 C10_2 H10B_2 109.5 . . ?
C6_2 C10_2 H10C_2 109.5 . . ?
H10A_2 C10_2 H10C_2 109.5 . . ?
H10B_2 C10_2 H10C_2 109.5 . . ?
C2_1 N1_3 C2_3 119.38(16) . . ?
C2_1 N1_3 C6_3 118.43(17) . . ?
C2_3 N1_3 C6_3 111.73(17) . . ?
N1_3 C2_3 C3_3 109.18(16) . . ?
N1_3 C2_3 H2A_3 109.8 . . ?
C3_3 C2_3 H2A_3 109.8 . . ?
N1_3 C2_3 H2B_3 109.8 . . ?
C3_3 C2_3 H2B_3 109.8 . . ?
H2A_3 C2_3 H2B_3 108.3 . . ?
O4_3 C3_3 C2_3 111.81(19) . . ?
O4_3 C3_3 H3A_3 109.3 . . ?
C2_3 C3_3 H3A_3 109.3 . . ?
O4_3 C3_3 H3B_3 109.3 . . ?
C2_3 C3_3 H3B_3 109.3 . . ?
H3A_3 C3_3 H3B_3 107.9 . . ?
C3_3 O4_3 C5_3 110.73(16) . . ?
O4_3 C5_3 C6_3 111.01(17) . . ?
O4_3 C5_3 H5A_3 109.4 . . ?
C6_3 C5_3 H5A_3 109.4 . . ?
O4_3 C5_3 H5B_3 109.4 . . ?
C6_3 C5_3 H5B_3 109.4 . . ?
H5A_3 C5_3 H5B_3 108.0 . . ?
N1_3 C6_3 C5_3 109.78(18) . . ?
N1_3 C6_3 H6A_3 109.7 . . ?
C5_3 C6_3 H6A_3 109.7 . . ?
N1_3 C6_3 H6B_3 109.7 . . ?
C5_3 C6_3 H6B_3 109.7 . . ?
H6A_3 C6_3 H6B_3 108.2 . . ?
C3_1 N1_4 C2_4 118.42(17) . . ?
C3_1 N1_4 C6_4 119.13(17) . . ?
C2_4 N1_4 C6_4 110.86(17) . . ?
N1_4 C2_4 C3_4 109.37(17) . . ?
N1_4 C2_4 H2A_4 109.8 . . ?
C3_4 C2_4 H2A_4 109.8 . . ?
N1_4 C2_4 H2B_4 109.8 . . ?
C3_4 C2_4 H2B_4 109.8 . . ?
H2A_4 C2_4 H2B_4 108.2 . . ?
O4_4 C3_4 C2_4 111.16(18) . . ?
O4_4 C3_4 H3A_4 109.4 . . ?
C2_4 C3_4 H3A_4 109.4 . . ?
O4_4 C3_4 H3B_4 109.4 . . ?
C2_4 C3_4 H3B_4 109.4 . . ?
H3A_4 C3_4 H3B_4 108.0 . . ?
C3_4 O4_4 C5_4 109.60(15) . . ?
O4_4 C5_4 C6_4 111.18(17) . . ?
O4_4 C5_4 H5A_4 109.4 . . ?
C6_4 C5_4 H5A_4 109.4 . . ?
O4_4 C5_4 H5B_4 109.4 . . ?
C6_4 C5_4 H5B_4 109.4 . . ?
H5A_4 C5_4 H5B_4 108.0 . . ?
N1_4 C6_4 C5_4 109.40(17) . . ?
N1_4 C6_4 H6A_4 109.8 . . ?
C5_4 C6_4 H6A_4 109.8 . . ?
N1_4 C6_4 H6B_4 109.8 . . ?
C5_4 C6_4 H6B_4 109.8 . . ?
H6A_4 C6_4 H6B_4 108.2 . . ?
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_1 N1_2 1.429(3) . ?
B1_1 C2_1 1.484(3) . ?
B1_1 C3_1 1.488(3) . ?
C2_1 C3_1 1.363(3) . ?
C2_1 N1_3 1.385(3) . ?
C3_1 N1_4 1.378(2) . ?
N1_2 C6_2 1.491(3) . ?
N1_2 C2_2 1.494(2) . ?
C2_2 C8_2 1.530(3) . ?
C2_2 C3_2 1.534(3) . ?
C2_2 C7_2 1.538(3) . ?
C3_2 C4_2 1.522(3) . ?
C3_2 H3A_2 0.9900 . ?
C3_2 H3B_2 0.9900 . ?
C4_2 C5_2 1.515(3) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4B_2 0.9900 . ?
C5_2 C6_2 1.536(3) . ?
C5_2 H5A_2 0.9900 . ?
C5_2 H5B_2 0.9900 . ?
C6_2 C10_2 1.536(3) . ?
C6_2 C9_2 1.541(3) . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C10_2 H10A_2 0.9800 . ?
C10_2 H10B_2 0.9800 . ?
C10_2 H10C_2 0.9800 . ?
N1_3 C2_3 1.459(3) . ?
N1_3 C6_3 1.460(3) . ?
C2_3 C3_3 1.504(3) . ?
C2_3 H2A_3 0.9900 . ?
C2_3 H2B_3 0.9900 . ?
C3_3 O4_3 1.428(3) . ?
C3_3 H3A_3 0.9900 . ?
C3_3 H3B_3 0.9900 . ?
O4_3 C5_3 1.430(3) . ?
C5_3 C6_3 1.502(3) . ?
C5_3 H5A_3 0.9900 . ?
C5_3 H5B_3 0.9900 . ?
C6_3 H6A_3 0.9900 . ?
C6_3 H6B_3 0.9900 . ?
N1_4 C2_4 1.455(3) . ?
N1_4 C6_4 1.461(3) . ?
C2_4 C3_4 1.511(3) . ?
C2_4 H2A_4 0.9900 . ?
C2_4 H2B_4 0.9900 . ?
C3_4 O4_4 1.424(3) . ?
C3_4 H3A_4 0.9900 . ?
C3_4 H3B_4 0.9900 . ?
O4_4 C5_4 1.428(3) . ?
C5_4 C6_4 1.511(3) . ?
C5_4 H5A_4 0.9900 . ?
C5_4 H5B_4 0.9900 . ?
C6_4 H6A_4 0.9900 . ?
C6_4 H6B_4 0.9900 . ?
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
N1_2 B1_1 C2_1 C3_1 -178.5(5) . . . . ?
N1_2 B1_1 C2_1 N1_3 -2.8(9) . . . . ?
C3_1 B1_1 C2_1 N1_3 175.8(6) . . . . ?
N1_3 C2_1 C3_1 N1_4 4.8(5) . . . . ?
B1_1 C2_1 C3_1 N1_4 -177.4(3) . . . . ?
N1_3 C2_1 C3_1 B1_1 -177.8(3) . . . . ?
N1_2 B1_1 C3_1 C2_1 178.5(5) . . . . ?
N1_2 B1_1 C3_1 N1_4 -6.0(9) . . . . ?
C2_1 B1_1 C3_1 N1_4 175.5(6) . . . . ?
C2_1 B1_1 N1_2 C6_2 161.5(4) . . . . ?
C3_1 B1_1 N1_2 C6_2 -15.9(5) . . . . ?
C2_1 B1_1 N1_2 C2_2 -41.9(5) . . . . ?
C3_1 B1_1 N1_2 C2_2 140.8(4) . . . . ?
B1_1 N1_2 C2_2 C8_2 43.5(2) . . . . ?
C6_2 N1_2 C2_2 C8_2 -160.32(17) . . . . ?
B1_1 N1_2 C2_2 C3_2 161.82(18) . . . . ?
C6_2 N1_2 C2_2 C3_2 -42.0(2) . . . . ?
B1_1 N1_2 C2_2 C7_2 -75.1(2) . . . . ?
C6_2 N1_2 C2_2 C7_2 81.1(2) . . . . ?
N1_2 C2_2 C3_2 C4_2 49.4(2) . . . . ?
C8_2 C2_2 C3_2 C4_2 168.91(18) . . . . ?
C7_2 C2_2 C3_2 C4_2 -74.5(2) . . . . ?
C2_2 C3_2 C4_2 C5_2 -58.1(2) . . . . ?
C3_2 C4_2 C5_2 C6_2 58.6(3) . . . . ?
B1_1 N1_2 C6_2 C10_2 -45.5(2) . . . . ?
C2_2 N1_2 C6_2 C10_2 158.17(17) . . . . ?
B1_1 N1_2 C6_2 C5_2 -161.46(18) . . . . ?
C2_2 N1_2 C6_2 C5_2 42.2(2) . . . . ?
B1_1 N1_2 C6_2 C9_2 75.0(2) . . . . ?
C2_2 N1_2 C6_2 C9_2 -81.4(2) . . . . ?
C4_2 C5_2 C6_2 N1_2 -50.2(3) . . . . ?
C4_2 C5_2 C6_2 C10_2 -167.2(2) . . . . ?
C4_2 C5_2 C6_2 C9_2 75.1(2) . . . . ?
C3_1 C2_1 N1_3 C2_3 171.2(2) . . . . ?
B1_1 C2_1 N1_3 C2_3 -3.2(7) . . . . ?
C3_1 C2_1 N1_3 C6_3 -46.8(4) . . . . ?
B1_1 C2_1 N1_3 C6_3 138.8(5) . . . . ?
C2_1 N1_3 C2_3 C3_3 -160.20(18) . . . . ?
C6_3 N1_3 C2_3 C3_3 55.5(2) . . . . ?
N1_3 C2_3 C3_3 O4_3 -56.4(2) . . . . ?
C2_3 C3_3 O4_3 C5_3 58.3(2) . . . . ?
C3_3 O4_3 C5_3 C6_3 -58.1(2) . . . . ?
C2_1 N1_3 C6_3 C5_3 159.24(18) . . . . ?
C2_3 N1_3 C6_3 C5_3 -56.0(2) . . . . ?
O4_3 C5_3 C6_3 N1_3 56.7(2) . . . . ?
C2_1 C3_1 N1_4 C2_4 179.4(3) . . . . ?
B1_1 C3_1 N1_4 C2_4 5.5(6) . . . . ?
C2_1 C3_1 N1_4 C6_4 -40.7(4) . . . . ?
B1_1 C3_1 N1_4 C6_4 145.4(5) . . . . ?
C3_1 N1_4 C2_4 C3_4 -160.57(19) . . . . ?
C6_4 N1_4 C2_4 C3_4 56.4(2) . . . . ?
N1_4 C2_4 C3_4 O4_4 -58.3(2) . . . . ?
C2_4 C3_4 O4_4 C5_4 59.7(2) . . . . ?
C3_4 O4_4 C5_4 C6_4 -59.5(2) . . . . ?
C3_1 N1_4 C6_4 C5_4 161.05(18) . . . . ?
C2_4 N1_4 C6_4 C5_4 -56.3(2) . . . . ?
O4_4 C5_4 C6_4 N1_4 57.8(2) . . . . ?
