#------------------------------------------------------------------------------
#$Date: 2024-09-06 15:45:14 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294657 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/25/1572527.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_1572527
loop_
_publ_author_name
'Al-Dulayymi, Ahmad R.'
'Beckett, Michael A.'
'Braganca, Radek'
'Coles, Simon J.'
'Horton, Peter N.'
'Rixon, Thomas A.'
_publ_section_title
;
 Tetrahydroxidohexaoxidopentaborate(1-) Salts of C6-Linked Substituted
 Diimidazolium and Dipyrrolidinium Cations: Synthesis, Characterization
 and XRD Studies
;
_journal_issue                   8
_journal_name_full               Inorganics
_journal_page_first              220
_journal_paper_doi               10.3390/inorganics12080220
_journal_volume                  12
_journal_year                    2024
_chemical_formula_moiety         'C16 H34 N2, 2(B5 H4 O10)'
_chemical_formula_sum            'C16 H42 B10 N2 O20'
_chemical_formula_weight         690.61
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-09-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                94.1950(10)
_cell_angle_beta                 104.1560(10)
_cell_angle_gamma                94.8550(10)
_cell_formula_units_Z            2
_cell_length_a                   9.05340(10)
_cell_length_b                   11.9367(2)
_cell_length_c                   14.5824(2)
_cell_measurement_reflns_used    42854
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.9880
_cell_measurement_theta_min      1.7300
_cell_volume                     1515.35(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'hybrid pixel detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_dtime           0.000
_diffrn_detector_type            'Rigaku, HyPix 6000'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -97.00  28.00   0.50    0.50    --   -8.00 -70.00-150.00  250
  2  ω    -45.00  81.00   0.50    0.50    --   -8.00  38.00-150.00  252
  3  ω    -45.00  81.00   0.50    0.50    --   -8.00  38.00  60.00  252
  4  ω    -97.00  28.00   0.50    0.50    --   -8.00 -70.00   0.00  250
  5  ω    -97.00  29.00   0.50    0.50    --   -8.00 -38.00  60.00  252
  6  ω    -44.00  81.00   0.50    0.50    --   -8.00  70.00  90.00  250
  7  ω    -45.00  81.00   0.50    0.50    --   -8.00  39.00 -27.08  252
  8  ω    -44.00  81.00   0.50    0.50    --   -8.00  70.00 150.00  250
  9  ω    -44.00  81.00   0.50    0.50    --   -8.00  70.00-120.00  250
 10  ω    -44.00  81.00   0.50    0.50    --   -8.00  70.00 -30.00  250
 11  ω    -75.00 -48.00   0.50    0.50    --   -8.00  19.00 120.00   54
 12  ω    -44.00  81.00   0.50    0.50    --   -8.00  70.00-150.00  250
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_details 'Rigaku, AFC12 κ goniometer'
_diffrn_measurement_device_type
'Rigaku FRE+ equipped with VHF Varimax confocal mirrors and an AFC12 goniometer and HyPix 6000 detector'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0708040000
_diffrn_orient_matrix_UB_12      0.0272108000
_diffrn_orient_matrix_UB_13      0.0283944000
_diffrn_orient_matrix_UB_21      0.0388606000
_diffrn_orient_matrix_UB_22      -0.0255425000
_diffrn_orient_matrix_UB_23      -0.0314115000
_diffrn_orient_matrix_UB_31      -0.0089128000
_diffrn_orient_matrix_UB_32      0.0468771000
_diffrn_orient_matrix_UB_33      -0.0273399000
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_unetI/netI     0.0117
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            69149
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         1.720
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75663
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_description       block
_exptl_crystal_F_000             724
_exptl_crystal_recrystallization_method
'The material was recrystallised from water'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         6954
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0531P)²+0.4175P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0889
_refine_ls_wR_factor_ref         0.0906
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6407
_reflns_number_total             6954
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            MAB4a.cif
_cod_data_source_block           MAB4a
_cod_database_code               1572527
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C16H42 N2 B10 O20'
_chemical_oxdiff_usercomment     MAB/TR/AR101B5
_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_max   0.985
_shelx_estimated_absorpt_t_min   0.973
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(HB,HC), C2(HR,HS), C3(H1AA,H2AA), C4(H,HA), C5(HV,HW), C6(HP,HQ), C7(HD,
 HE), C8(HF,HG), C9(HX,HY), C10(HT,HU), C11(H0AA,HZ), C12(H5AA,H6AA), C13(H3AA,
 H4AA), C14(HN,HO)
2.b Idealised Me refined as rotating group:
 C15(HK,HL,HM), C16(HH,HI,HJ)
2.c Idealised tetrahedral OH refined as rotating group:
 O7(H7), O8(H8), O9(H9), O10(H10), O17(H17), O18(H18), O19(H19), O20(H20)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id 'MAB/TR/AR101 B5'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.329
_oxdiff_exptl_absorpt_empirical_full_min 0.641
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.33887(8) 0.53498(6) 0.28272(5) 0.01003(15) Uani 1 1 d . . . . .
N2 N 1.16068(8) 0.94143(6) 0.21158(5) 0.01011(15) Uani 1 1 d . . . . .
C1 C 0.32735(10) 0.42367(8) 0.22280(6) 0.01393(18) Uani 1 1 d . . . . .
HB H 0.232983 0.413462 0.170275 0.017 Uiso 1 1 calc R . . . .
HC H 0.417246 0.419486 0.195826 0.017 Uiso 1 1 calc R . . . .
C2 C 0.32315(11) 0.33606(8) 0.29233(7) 0.01635(19) Uani 1 1 d . . . . .
HR H 0.350118 0.262749 0.268423 0.020 Uiso 1 1 calc R . . . .
HS H 0.221083 0.324822 0.305635 0.020 Uiso 1 1 calc R . . . .
C3 C 0.44456(12) 0.38926(8) 0.38009(7) 0.0181(2) Uani 1 1 d . . . . .
H1AA H 0.429832 0.356231 0.437961 0.022 Uiso 1 1 calc R . . . .
H2AA H 0.548780 0.378344 0.373476 0.022 Uiso 1 1 calc R . . . .
C4 C 0.42002(10) 0.51389(7) 0.38425(6) 0.01158(17) Uani 1 1 d . . . . .
H H 0.519358 0.561511 0.406023 0.014 Uiso 1 1 calc R . . . .
HA H 0.355911 0.531453 0.428450 0.014 Uiso 1 1 calc R . . . .
C5 C 0.42243(10) 0.63095(8) 0.24798(7) 0.01381(18) Uani 1 1 d . . . . .
HV H 0.425346 0.700504 0.290041 0.017 Uiso 1 1 calc R . . . .
HW H 0.363294 0.643218 0.183475 0.017 Uiso 1 1 calc R . . . .
C6 C 0.58562(10) 0.61351(8) 0.24426(7) 0.01473(18) Uani 1 1 d . . . . .
HP H 0.584305 0.563901 0.186544 0.018 Uiso 1 1 calc R . . . .
HQ H 0.636782 0.576878 0.300538 0.018 Uiso 1 1 calc R . . . .
C7 C 0.67286(10) 0.72839(8) 0.24273(7) 0.01515(19) Uani 1 1 d . . . . .
HD H 0.620362 0.763893 0.186124 0.018 Uiso 1 1 calc R . . . .
HE H 0.670235 0.777789 0.299754 0.018 Uiso 1 1 calc R . . . .
C8 C 0.83896(10) 0.72081(8) 0.24058(7) 0.01452(18) Uani 1 1 d . . . . .
HF H 0.842847 0.671990 0.183523 0.017 Uiso 1 1 calc R . . . .
HG H 0.892925 0.686393 0.297418 0.017 Uiso 1 1 calc R . . . .
C9 C 0.91873(10) 0.83842(8) 0.23878(7) 0.01429(18) Uani 1 1 d . . . . .
HX H 0.860030 0.875002 0.184678 0.017 Uiso 1 1 calc R . . . .
HY H 0.921302 0.885418 0.298083 0.017 Uiso 1 1 calc R . . . .
C10 C 1.08115(10) 0.83151(7) 0.22928(6) 0.01228(17) Uani 1 1 d . . . . .
HT H 1.142629 0.805359 0.288194 0.015 Uiso 1 1 calc R . . . .
HU H 1.078529 0.774005 0.176254 0.015 Uiso 1 1 calc R . . . .
C11 C 1.16163(11) 1.03431(8) 0.28861(7) 0.01681(19) Uani 1 1 d . . . . .
H0AA H 1.142750 1.001908 0.345806 0.020 Uiso 1 1 calc R . . . .
HZ H 1.261198 1.081909 0.306681 0.020 Uiso 1 1 calc R . . . .
C12 C 1.03336(12) 1.10269(8) 0.24501(8) 0.0238(2) Uani 1 1 d . . . . .
H5AA H 1.049978 1.180647 0.276567 0.029 Uiso 1 1 calc R . . . .
H6AA H 0.932748 1.066762 0.248956 0.029 Uiso 1 1 calc R . . . .
C13 C 1.04373(12) 1.10175(8) 0.14189(8) 0.0239(2) Uani 1 1 d . . . . .
H3AA H 0.945921 1.118347 0.099933 0.029 Uiso 1 1 calc R . . . .
H4AA H 1.126996 1.157905 0.135941 0.029 Uiso 1 1 calc R . . . .
C14 C 1.07775(10) 0.98220(8) 0.11739(6) 0.01395(18) Uani 1 1 d . . . . .
HN H 1.143502 0.981847 0.072223 0.017 Uiso 1 1 calc R . . . .
HO H 0.981584 0.932894 0.088367 0.017 Uiso 1 1 calc R . . . .
C15 C 0.18049(10) 0.56459(8) 0.28104(7) 0.01396(18) Uani 1 1 d . . . . .
HK H 0.121677 0.500640 0.298764 0.021 Uiso 1 1 calc GR . . . .
HL H 0.129461 0.581661 0.216976 0.021 Uiso 1 1 calc GR . . . .
HM H 0.186901 0.630796 0.326278 0.021 Uiso 1 1 calc GR . . . .
C16 C 1.32196(10) 0.92258(8) 0.21054(7) 0.01432(18) Uani 1 1 d . . . . .
HH H 1.320641 0.861576 0.161482 0.021 Uiso 1 1 calc GR . . . .
HI H 1.376045 0.901759 0.272736 0.021 Uiso 1 1 calc GR . . . .
HJ H 1.374589 0.992089 0.196737 0.021 Uiso 1 1 calc GR . . . .
O1 O 1.04098(7) 0.85948(5) 0.50831(5) 0.01105(13) Uani 1 1 d . . . . .
O2 O 0.81099(7) 0.73583(5) 0.48672(5) 0.01267(14) Uani 1 1 d . . . . .
O3 O 1.04748(7) 0.65515(5) 0.50171(4) 0.00996(13) Uani 1 1 d . . . . .
O4 O 1.22129(7) 0.77510(5) 0.62626(4) 0.01035(13) Uani 1 1 d . . . . .
O5 O 1.44892(7) 0.86329(5) 0.59564(5) 0.01174(13) Uani 1 1 d . . . . .
O6 O 1.24712(7) 0.77573(5) 0.46528(4) 0.01052(13) Uani 1 1 d . . . . .
O7 O 0.79637(7) 0.92925(5) 0.47799(5) 0.01237(14) Uani 1 1 d . . . . .
H7 H 0.851804 0.990249 0.481283 0.019 Uiso 1 1 calc GR . . . .
O8 O 0.80878(7) 0.54043(5) 0.47738(5) 0.01351(14) Uani 1 1 d . . . . .
H8 H 0.867579 0.489171 0.483570 0.020 Uiso 1 1 calc GR . . . .
O9 O 1.43700(7) 0.84511(6) 0.75271(5) 0.01540(14) Uani 1 1 d . . . . .
H9 H 1.382192 0.812651 0.783822 0.023 Uiso 1 1 calc GR . . . .
O10 O 1.47608(7) 0.84790(6) 0.43614(5) 0.01430(14) Uani 1 1 d . . . . .
H10 H 1.563609 0.878495 0.465304 0.021 Uiso 1 1 calc GR . . . .
B1 B 1.14023(11) 0.76577(8) 0.52475(7) 0.00910(18) Uani 1 1 d . . . . .
B2 B 0.88638(11) 0.84244(8) 0.49158(7) 0.00973(18) Uani 1 1 d . . . . .
B3 B 0.89299(11) 0.64269(8) 0.48952(7) 0.00994(18) Uani 1 1 d . . . . .
B4 B 1.36581(11) 0.82786(8) 0.65853(7) 0.01074(19) Uani 1 1 d . . . . .
B5 B 1.39019(11) 0.82959(8) 0.49930(7) 0.01026(18) Uani 1 1 d . . . . .
O11 O 0.45950(7) 0.63876(5) -0.01594(5) 0.01075(13) Uani 1 1 d . . . . .
O12 O 0.68812(7) 0.76186(5) 0.00047(5) 0.01245(14) Uani 1 1 d . . . . .
O13 O 0.45234(7) 0.84293(5) -0.00984(4) 0.01003(13) Uani 1 1 d . . . . .
O14 O 0.28533(7) 0.72233(5) -0.13762(4) 0.01057(13) Uani 1 1 d . . . . .
O15 O 0.05698(7) 0.62890(5) -0.11199(4) 0.01149(13) Uani 1 1 d . . . . .
O16 O 0.24879(7) 0.72141(5) 0.02112(4) 0.01046(13) Uani 1 1 d . . . . .
O17 O 0.70199(7) 0.56724(5) 0.00605(5) 0.01204(13) Uani 1 1 d . . . . .
H17 H 0.647188 0.507098 0.006881 0.018 Uiso 1 1 calc GR . . . .
O18 O 0.69139(7) 0.95767(5) 0.01917(5) 0.01399(14) Uani 1 1 d . . . . .
H18 H 0.632853 1.008974 0.016390 0.021 Uiso 1 1 calc GR . . . .
O19 O 0.08062(7) 0.64152(6) -0.26744(5) 0.01414(14) Uani 1 1 d . . . . .
H19 H 0.133703 0.677514 -0.297628 0.021 Uiso 1 1 calc GR . . . .
O20 O 0.02216(7) 0.63827(6) 0.04573(5) 0.01375(14) Uani 1 1 d . . . . .
H20 H -0.065955 0.610735 0.014831 0.021 Uiso 1 1 calc GR . . . .
B11 B 0.36041(11) 0.73231(8) -0.03497(7) 0.00929(18) Uani 1 1 d . . . . .
B12 B 0.61322(11) 0.65505(8) -0.00362(7) 0.00968(18) Uani 1 1 d . . . . .
B13 B 0.60677(11) 0.85511(8) 0.00231(7) 0.01017(18) Uani 1 1 d . . . . .
B14 B 0.14412(11) 0.66467(8) -0.17271(7) 0.01046(18) Uani 1 1 d . . . . .
B15 B 0.10937(11) 0.66251(8) -0.01544(7) 0.00994(18) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C4 105.79(7) . . ?
C5 N1 C1 112.94(7) . . ?
C5 N1 C4 111.72(7) . . ?
C15 N1 C1 109.06(7) . . ?
C15 N1 C4 108.94(7) . . ?
C15 N1 C5 108.30(7) . . ?
C10 N2 C11 110.89(7) . . ?
C10 N2 C14 111.32(7) . . ?
C11 N2 C14 106.49(7) . . ?
C16 N2 C10 108.07(7) . . ?
C16 N2 C11 109.84(7) . . ?
C16 N2 C14 110.24(7) . . ?
N1 C1 HB 111.0 . . ?
N1 C1 HC 111.0 . . ?
HB C1 HC 109.0 . . ?
C2 C1 N1 103.69(7) . . ?
C2 C1 HB 111.0 . . ?
C2 C1 HC 111.0 . . ?
C1 C2 HR 111.4 . . ?
C1 C2 HS 111.4 . . ?
C1 C2 C3 102.04(7) . . ?
HR C2 HS 109.2 . . ?
C3 C2 HR 111.4 . . ?
C3 C2 HS 111.4 . . ?
C2 C3 H1AA 110.9 . . ?
C2 C3 H2AA 110.9 . . ?
H1AA C3 H2AA 109.0 . . ?
C4 C3 C2 104.04(7) . . ?
C4 C3 H1AA 110.9 . . ?
C4 C3 H2AA 110.9 . . ?
N1 C4 H 110.6 . . ?
N1 C4 HA 110.6 . . ?
C3 C4 N1 105.82(7) . . ?
C3 C4 H 110.6 . . ?
C3 C4 HA 110.6 . . ?
H C4 HA 108.7 . . ?
N1 C5 HV 108.5 . . ?
N1 C5 HW 108.5 . . ?
N1 C5 C6 114.94(7) . . ?
HV C5 HW 107.5 . . ?
C6 C5 HV 108.5 . . ?
C6 C5 HW 108.5 . . ?
C5 C6 HP 109.9 . . ?
C5 C6 HQ 109.9 . . ?
C5 C6 C7 108.77(8) . . ?
HP C6 HQ 108.3 . . ?
C7 C6 HP 109.9 . . ?
C7 C6 HQ 109.9 . . ?
C6 C7 HD 109.0 . . ?
C6 C7 HE 109.0 . . ?
HD C7 HE 107.8 . . ?
C8 C7 C6 113.12(8) . . ?
C8 C7 HD 109.0 . . ?
C8 C7 HE 109.0 . . ?
C7 C8 HF 109.6 . . ?
C7 C8 HG 109.6 . . ?
C7 C8 C9 110.25(7) . . ?
HF C8 HG 108.1 . . ?
C9 C8 HF 109.6 . . ?
C9 C8 HG 109.6 . . ?
C8 C9 HX 109.5 . . ?
C8 C9 HY 109.5 . . ?
HX C9 HY 108.0 . . ?
C10 C9 C8 110.90(8) . . ?
C10 C9 HX 109.5 . . ?
C10 C9 HY 109.5 . . ?
N2 C10 C9 114.62(7) . . ?
N2 C10 HT 108.6 . . ?
N2 C10 HU 108.6 . . ?
C9 C10 HT 108.6 . . ?
C9 C10 HU 108.6 . . ?
HT C10 HU 107.6 . . ?
N2 C11 H0AA 110.8 . . ?
N2 C11 HZ 110.8 . . ?
H0AA C11 HZ 108.8 . . ?
C12 C11 N2 104.98(8) . . ?
C12 C11 H0AA 110.8 . . ?
C12 C11 HZ 110.8 . . ?
C11 C12 H5AA 111.2 . . ?
C11 C12 H6AA 111.2 . . ?
C11 C12 C13 102.65(8) . . ?
H5AA C12 H6AA 109.1 . . ?
C13 C12 H5AA 111.2 . . ?
C13 C12 H6AA 111.2 . . ?
C12 C13 H3AA 111.0 . . ?
C12 C13 H4AA 111.0 . . ?
H3AA C13 H4AA 109.0 . . ?
C14 C13 C12 103.89(8) . . ?
C14 C13 H3AA 111.0 . . ?
C14 C13 H4AA 111.0 . . ?
N2 C14 HN 110.6 . . ?
N2 C14 HO 110.6 . . ?
C13 C14 N2 105.74(8) . . ?
C13 C14 HN 110.6 . . ?
C13 C14 HO 110.6 . . ?
HN C14 HO 108.7 . . ?
N1 C15 HK 109.5 . . ?
N1 C15 HL 109.5 . . ?
N1 C15 HM 109.5 . . ?
HK C15 HL 109.5 . . ?
HK C15 HM 109.5 . . ?
HL C15 HM 109.5 . . ?
N2 C16 HH 109.5 . . ?
N2 C16 HI 109.5 . . ?
N2 C16 HJ 109.5 . . ?
HH C16 HI 109.5 . . ?
HH C16 HJ 109.5 . . ?
HI C16 HJ 109.5 . . ?
B2 O1 B1 122.54(7) . . ?
B2 O2 B3 119.38(7) . . ?
B3 O3 B1 123.01(7) . . ?
B4 O4 B1 121.46(7) . . ?
B4 O5 B5 118.42(7) . . ?
B5 O6 B1 121.50(7) . . ?
B2 O7 H7 109.5 . . ?
B3 O8 H8 109.5 . . ?
B4 O9 H9 109.5 . . ?
B5 O10 H10 109.5 . . ?
O3 B1 O1 110.86(7) . . ?
O3 B1 O4 107.70(7) . . ?
O4 B1 O1 108.63(7) . . ?
O6 B1 O1 108.10(7) . . ?
O6 B1 O3 110.27(7) . . ?
O6 B1 O4 111.29(7) . . ?
O1 B2 O2 121.58(8) . . ?
O1 B2 O7 122.12(8) . . ?
O7 B2 O2 116.29(8) . . ?
O3 B3 O2 120.99(8) . . ?
O8 B3 O2 115.74(8) . . ?
O8 B3 O3 123.26(8) . . ?
O4 B4 O5 120.85(8) . . ?
O4 B4 O9 121.99(8) . . ?
O9 B4 O5 117.13(8) . . ?
O6 B5 O5 121.38(8) . . ?
O6 B5 O10 117.71(8) . . ?
O10 B5 O5 120.89(8) . . ?
B12 O11 B11 122.18(7) . . ?
B12 O12 B13 119.19(7) . . ?
B13 O13 B11 122.41(7) . . ?
B14 O14 B11 120.92(7) . . ?
B15 O15 B14 118.91(7) . . ?
B15 O16 B11 121.06(7) . . ?
B12 O17 H17 109.5 . . ?
B13 O18 H18 109.5 . . ?
B14 O19 H19 109.5 . . ?
B15 O20 H20 109.5 . . ?
O13 B11 O11 110.87(7) . . ?
O13 B11 O14 108.08(7) . . ?
O14 B11 O11 108.34(7) . . ?
O16 B11 O11 107.80(7) . . ?
O16 B11 O13 110.36(7) . . ?
O16 B11 O14 111.38(7) . . ?
O11 B12 O12 121.32(8) . . ?
O11 B12 O17 121.88(8) . . ?
O17 B12 O12 116.80(8) . . ?
O13 B13 O12 121.21(8) . . ?
O13 B13 O18 122.83(8) . . ?
O18 B13 O12 115.94(8) . . ?
O14 B14 O15 120.69(8) . . ?
O19 B14 O14 122.23(8) . . ?
O19 B14 O15 117.07(8) . . ?
O16 B15 O15 121.24(8) . . ?
O16 B15 O20 117.60(8) . . ?
O20 B15 O15 121.16(8) . . ?
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
N1 C1 1.5172(11) . ?
N1 C4 1.5326(11) . ?
N1 C5 1.5056(11) . ?
N1 C15 1.5004(11) . ?
N2 C10 1.5124(11) . ?
N2 C11 1.5174(11) . ?
N2 C14 1.5304(11) . ?
N2 C16 1.4995(11) . ?
C1 HB 0.9900 . ?
C1 HC 0.9900 . ?
C1 C2 1.5134(13) . ?
C2 HR 0.9900 . ?
C2 HS 0.9900 . ?
C2 C3 1.5245(13) . ?
C3 H1AA 0.9900 . ?
C3 H2AA 0.9900 . ?
C3 C4 1.5218(13) . ?
C4 H 0.9900 . ?
C4 HA 0.9900 . ?
C5 HV 0.9900 . ?
C5 HW 0.9900 . ?
C5 C6 1.5227(12) . ?
C6 HP 0.9900 . ?
C6 HQ 0.9900 . ?
C6 C7 1.5279(12) . ?
C7 HD 0.9900 . ?
C7 HE 0.9900 . ?
C7 C8 1.5218(13) . ?
C8 HF 0.9900 . ?
C8 HG 0.9900 . ?
C8 C9 1.5285(12) . ?
C9 HX 0.9900 . ?
C9 HY 0.9900 . ?
C9 C10 1.5188(12) . ?
C10 HT 0.9900 . ?
C10 HU 0.9900 . ?
C11 H0AA 0.9900 . ?
C11 HZ 0.9900 . ?
C11 C12 1.5147(14) . ?
C12 H5AA 0.9900 . ?
C12 H6AA 0.9900 . ?
C12 C13 1.5287(17) . ?
C13 H3AA 0.9900 . ?
C13 H4AA 0.9900 . ?
C13 C14 1.5206(14) . ?
C14 HN 0.9900 . ?
C14 HO 0.9900 . ?
C15 HK 0.9800 . ?
C15 HL 0.9800 . ?
C15 HM 0.9800 . ?
C16 HH 0.9800 . ?
C16 HI 0.9800 . ?
C16 HJ 0.9800 . ?
O1 B1 1.4900(11) . ?
O1 B2 1.3555(11) . ?
O2 B2 1.3808(11) . ?
O2 B3 1.3858(11) . ?
O3 B1 1.4734(11) . ?
O3 B3 1.3599(11) . ?
O4 B1 1.4741(11) . ?
O4 B4 1.3587(11) . ?
O5 B4 1.3879(11) . ?
O5 B5 1.3907(12) . ?
O6 B1 1.4521(11) . ?
O6 B5 1.3547(11) . ?
O7 H7 0.8400 . ?
O7 B2 1.3679(11) . ?
O8 H8 0.8400 . ?
O8 B3 1.3591(11) . ?
O9 H9 0.8400 . ?
O9 B4 1.3591(12) . ?
O10 H10 0.8400 . ?
O10 B5 1.3608(12) . ?
O11 B11 1.4907(11) . ?
O11 B12 1.3541(11) . ?
O12 B12 1.3827(11) . ?
O12 B13 1.3879(12) . ?
O13 B11 1.4712(11) . ?
O13 B13 1.3594(11) . ?
O14 B11 1.4762(11) . ?
O14 B14 1.3600(11) . ?
O15 B14 1.3888(11) . ?
O15 B15 1.3880(11) . ?
O16 B11 1.4508(11) . ?
O16 B15 1.3556(11) . ?
O17 H17 0.8400 . ?
O17 B12 1.3687(12) . ?
O18 H18 0.8400 . ?
O18 B13 1.3606(11) . ?
O19 H19 0.8400 . ?
O19 B14 1.3579(12) . ?
O20 H20 0.8400 . ?
O20 B15 1.3588(12) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O7 H7 O1 0.84 1.94 2.7788(9) 173.0 2_776 yes
O8 H8 O3 0.84 1.95 2.7678(9) 164.2 2_766 yes
O9 H9 O14 0.84 1.94 2.7691(9) 170.0 1_656 yes
O10 H10 O7 0.84 2.10 2.8800(9) 153.9 1_655 yes
O17 H17 O11 0.84 1.95 2.7841(9) 173.8 2_665 yes
O18 H18 O13 0.84 1.99 2.8040(9) 163.9 2_675 yes
O19 H19 O4 0.84 1.92 2.7479(9) 169.0 1_454 yes
O20 H20 O17 0.84 2.09 2.8544(9) 150.8 1_455 yes
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 C1 C2 C3 -42.17(9) . . . . ?
N1 C5 C6 C7 -160.17(7) . . . . ?
N2 C11 C12 C13 -37.23(9) . . . . ?
C1 N1 C4 C3 -3.01(9) . . . . ?
C1 N1 C5 C6 -58.44(10) . . . . ?
C1 C2 C3 C4 40.26(9) . . . . ?
C2 C3 C4 N1 -22.98(9) . . . . ?
C4 N1 C1 C2 28.06(8) . . . . ?
C4 N1 C5 C6 60.68(10) . . . . ?
C5 N1 C1 C2 150.56(7) . . . . ?
C5 N1 C4 C3 -126.28(8) . . . . ?
C5 C6 C7 C8 179.08(8) . . . . ?
C6 C7 C8 C9 179.80(7) . . . . ?
C7 C8 C9 C10 -175.81(7) . . . . ?
C8 C9 C10 N2 170.96(7) . . . . ?
C10 N2 C11 C12 -100.65(8) . . . . ?
C10 N2 C14 C13 125.22(8) . . . . ?
C11 N2 C10 C9 55.79(10) . . . . ?
C11 N2 C14 C13 4.24(9) . . . . ?
C11 C12 C13 C14 39.79(9) . . . . ?
C12 C13 C14 N2 -27.17(10) . . . . ?
C14 N2 C10 C9 -62.57(9) . . . . ?
C14 N2 C11 C12 20.60(9) . . . . ?
C15 N1 C1 C2 -88.98(8) . . . . ?
C15 N1 C4 C3 114.11(8) . . . . ?
C15 N1 C5 C6 -179.33(7) . . . . ?
C16 N2 C10 C9 176.23(7) . . . . ?
C16 N2 C11 C12 139.96(8) . . . . ?
C16 N2 C14 C13 -114.86(8) . . . . ?
B1 O1 B2 O2 -1.44(13) . . . . ?
B1 O1 B2 O7 178.99(8) . . . . ?
B1 O3 B3 O2 8.01(13) . . . . ?
B1 O3 B3 O8 -173.43(8) . . . . ?
B1 O4 B4 O5 -7.59(13) . . . . ?
B1 O4 B4 O9 174.53(8) . . . . ?
B1 O6 B5 O5 9.46(12) . . . . ?
B1 O6 B5 O10 -171.74(8) . . . . ?
B2 O1 B1 O3 11.13(11) . . . . ?
B2 O1 B1 O4 -107.02(9) . . . . ?
B2 O1 B1 O6 132.10(8) . . . . ?
B2 O2 B3 O3 3.30(13) . . . . ?
B2 O2 B3 O8 -175.36(8) . . . . ?
B3 O2 B2 O1 -6.52(13) . . . . ?
B3 O2 B2 O7 173.06(8) . . . . ?
B3 O3 B1 O1 -14.40(11) . . . . ?
B3 O3 B1 O4 104.31(9) . . . . ?
B3 O3 B1 O6 -134.07(8) . . . . ?
B4 O4 B1 O1 -95.95(9) . . . . ?
B4 O4 B1 O3 143.91(8) . . . . ?
B4 O4 B1 O6 22.94(11) . . . . ?
B4 O5 B5 O6 8.25(12) . . . . ?
B4 O5 B5 O10 -170.52(8) . . . . ?
B5 O5 B4 O4 -9.04(12) . . . . ?
B5 O5 B4 O9 168.94(8) . . . . ?
B5 O6 B1 O1 95.41(9) . . . . ?
B5 O6 B1 O3 -143.26(8) . . . . ?
B5 O6 B1 O4 -23.80(11) . . . . ?
B11 O11 B12 O12 5.94(13) . . . . ?
B11 O11 B12 O17 -174.53(8) . . . . ?
B11 O13 B13 O12 -6.24(13) . . . . ?
B11 O13 B13 O18 175.40(8) . . . . ?
B11 O14 B14 O15 10.10(12) . . . . ?
B11 O14 B14 O19 -171.29(8) . . . . ?
B11 O16 B15 O15 -12.34(12) . . . . ?
B11 O16 B15 O20 168.16(8) . . . . ?
B12 O11 B11 O13 -17.11(11) . . . . ?
B12 O11 B11 O14 101.34(9) . . . . ?
B12 O11 B11 O16 -138.01(8) . . . . ?
B12 O12 B13 O13 -6.99(13) . . . . ?
B12 O12 B13 O18 171.48(8) . . . . ?
B13 O12 B12 O11 7.06(13) . . . . ?
B13 O12 B12 O17 -172.49(8) . . . . ?
B13 O13 B11 O11 17.22(11) . . . . ?
B13 O13 B11 O14 -101.39(9) . . . . ?
B13 O13 B11 O16 136.60(8) . . . . ?
B14 O14 B11 O11 93.12(9) . . . . ?
B14 O14 B11 O13 -146.67(7) . . . . ?
B14 O14 B11 O16 -25.29(11) . . . . ?
B14 O15 B15 O16 -5.41(12) . . . . ?
B14 O15 B15 O20 174.07(8) . . . . ?
B15 O15 B14 O14 6.37(12) . . . . ?
B15 O15 B14 O19 -172.30(8) . . . . ?
B15 O16 B11 O11 -92.40(9) . . . . ?
B15 O16 B11 O13 146.38(8) . . . . ?
B15 O16 B11 O14 26.33(11) . . . . ?
