#------------------------------------------------------------------------------
#$Date: 2023-04-04 12:46:11 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282266 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/14/7131433.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_7131433
loop_
_publ_author_name
'Muang-Non, Phonlakrit'
'Markwell-Heys, Adrian W'
'Doonan, Christian J.'
'White, Nicholas G.'
_publ_section_title
;
 Charge "mis-matched" hydrogen bonded frameworks for cation exchange and
 dye sorption.
;
_journal_issue                   27
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4059
_journal_page_last               4062
_journal_paper_doi               10.1039/d3cc00553d
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C28 H16 B O8, 2(C14 H16 N4), 10(H2 O), H4 N'
_chemical_formula_sum            'C56 H72 B N9 O18'
_chemical_formula_weight         1170.04
_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_Hall           '-P 4a'
_space_group_name_H-M_alt        'P 4/n :2'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2023-01-12
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-03-06 deposited with the CCDC.	2023-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.6061(8)
_cell_length_b                   19.6061(8)
_cell_length_c                   15.0982(9)
_cell_measurement_reflns_used    1116
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.8770
_cell_measurement_theta_min      4.4730
_cell_volume                     5803.7(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     32.00  59.00   1.00   20.00    --   36.34  57.00-120.00   27
  2  ω     31.00  90.00   1.00   20.00    --   36.34-125.00   0.00   59
  3  ω     67.00  94.00   1.00   20.00    --   36.34  57.00-120.00   27
  4  ω     20.00 101.00   1.00   20.00    --   36.34  57.00 -60.00   81
  5  ω     46.00 109.00   1.00   80.00    --  109.99-111.00  60.00   63
  6  ω    104.00 178.00   1.00   80.00    --  109.99 111.00-150.00   74
  7  ω    104.00 167.00   1.00   80.00    --  109.99 111.00-180.00   63
  8  ω     89.00 114.00   1.00   80.00    --  109.99  15.00 -30.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0563219000
_diffrn_orient_matrix_UB_12      -0.0368353000
_diffrn_orient_matrix_UB_13      -0.0527152000
_diffrn_orient_matrix_UB_21      -0.0276274000
_diffrn_orient_matrix_UB_22      -0.0313878000
_diffrn_orient_matrix_UB_23      0.0864538000
_diffrn_orient_matrix_UB_31      -0.0474339000
_diffrn_orient_matrix_UB_32      0.0618585000
_diffrn_orient_matrix_UB_33      0.0122538000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_unetI/netI     0.0994
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            10575
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.349
_diffrn_reflns_theta_min         3.695
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.838
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52236
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_description       needle
_exptl_crystal_F_000             2480
_exptl_crystal_recrystallization_method
'Crystallised using diphenylbisamidinium.2Cl with TBA5.tetraboratecarboxylate in 50% EtOH. Final concentration = 2 mM. The crystal obtained was incubated in 1 M NH4Cl at 1 mg/mL.'
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.679
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         5603
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1526
_refine_ls_R_factor_gt           0.0878
_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)+(0.0797P)²+12.9580P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1973
_refine_ls_wR_factor_ref         0.2460
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3237
_reflns_number_total             5603
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc00553d2.cif
_cod_data_source_block           nh4_2_b
_cod_depositor_comments
'Adding full bibliography for 7131429--7131437.cif.'
_cod_original_cell_volume        5803.7(6)
_cod_original_sg_symbol_H-M      'P 4/n'
_cod_database_code               7131433
_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_max   0.992
_shelx_estimated_absorpt_t_min   0.661
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 H10C-N100
 0.88 with sigma of 0.01
 N110-H11C
 0.88 with sigma of 0.02
 H11D-N110
 0.87 with sigma of 0.02
 H10D-N100
 0.87 with sigma of 0.02
3. Others
 Fixed Sof: H10C(0.75) H11C(0.75)
4.a Free rotating group:
 O110(H11A,H11B), O120(H12A,H12B), O100(H10A,H10B), O130(H13A,H13B)
4.b Aromatic/amide H refined with riding coordinates:
 C13(H13)
4.c X=CH2 refined with riding coordinates:
 N4(H4A,H4B)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-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
O2 O 0.55544(16) 0.73612(17) 0.7976(2) 0.0332(8) Uani 1 1 d . . . . .
O110 O 0.65011(16) 0.74413(18) 0.6677(2) 0.0323(8) Uani 1 1 d G . . . .
H11A H 0.623681 0.740948 0.713781 0.049 Uiso 1 1 d G U . . .
H11B H 0.680241 0.712071 0.675107 0.049 Uiso 1 1 d G U . . .
O10 O 0.51550(17) 0.75959(18) 0.2210(2) 0.0360(8) Uani 1 1 d . . . . .
O11 O 0.56990(17) 0.73614(19) 0.3466(3) 0.0379(9) Uani 1 1 d . . . . .
O120 O 0.6321(2) 0.69397(18) 0.4981(3) 0.0396(9) Uani 1 1 d G . . . .
H12A H 0.602920 0.710609 0.460349 0.059 Uiso 1 1 d G U . . .
H12B H 0.623909 0.715932 0.547050 0.059 Uiso 1 1 d G U . . .
O100 O 0.6471(2) 0.74412(19) 0.9318(3) 0.0402(9) Uani 1 1 d G . . . .
H10A H 0.619720 0.745052 0.886581 0.060 Uiso 1 1 d G U . . .
H10B H 0.673331 0.779518 0.924675 0.060 Uiso 1 1 d G U . . .
O1 O 0.49595(18) 0.7954(2) 0.6986(3) 0.0501(11) Uani 1 1 d . . . . .
O130 O 0.6731(2) 0.6617(2) 0.2594(3) 0.0543(11) Uani 1 1 d G . . . .
H13A H 0.635700 0.673984 0.285906 0.082 Uiso 1 1 d G U . . .
H13B H 0.692607 0.633701 0.296236 0.082 Uiso 1 1 d G U . . .
N4 N 0.5562(2) 0.8572(2) 0.5550(3) 0.0354(10) Uani 1 1 d . . . . .
H4A H 0.556085 0.834681 0.605425 0.043 Uiso 1 1 calc R U . . .
H4B H 0.594739 0.863901 0.526481 0.043 Uiso 1 1 calc R U . . .
N2 N 0.4318(2) 1.1364(2) -0.1036(3) 0.0315(9) Uani 1 1 d . . . . .
H2A H 0.432(3) 1.158(3) -0.148(4) 0.038 Uiso 1 1 d . U . . .
H2B H 0.391(3) 1.114(3) -0.086(4) 0.038 Uiso 1 1 d . U . . .
N1 N 0.5447(2) 1.1630(2) -0.0876(4) 0.0386(11) Uani 1 1 d . . . . .
H1A H 0.542(3) 1.191(3) -0.134(4) 0.046 Uiso 1 1 d . U . . .
H1B H 0.577(3) 1.173(3) -0.046(4) 0.046 Uiso 1 1 d . U . . .
N3 N 0.4421(2) 0.8696(2) 0.5667(3) 0.0359(10) Uani 1 1 d . . . . .
H3A H 0.443(3) 0.846(3) 0.614(4) 0.043 Uiso 1 1 d . U . . .
H3B H 0.405(3) 0.876(3) 0.542(4) 0.043 Uiso 1 1 d . U . . .
N110 N 0.750000 0.750000 0.4040(8) 0.043(2) Uani 1 4 d DS T P . .
C34 C 0.3191(2) 0.7522(2) 0.9378(3) 0.0215(9) Uani 1 1 d . . . . .
C35 C 0.3807(2) 0.7210(2) 0.9612(3) 0.0244(9) Uani 1 1 d . . . . .
H35 H 0.383(2) 0.696(2) 1.021(4) 0.029 Uiso 1 1 d . U . . .
O140 O 0.5754(4) 0.6938(3) 0.0780(4) 0.088(2) Uani 1 1 d . . . . .
H14A H 0.604(5) 0.718(5) 0.044(7) 0.132 Uiso 1 1 d . U . . .
H14B H 0.567(5) 0.710(5) 0.127(8) 0.132 Uiso 1 1 d . U . . .
C31 C 0.4386(2) 0.7603(2) 0.8286(3) 0.0248(9) Uani 1 1 d . . . . .
C8 C 0.4956(2) 0.9893(2) 0.2750(3) 0.0261(10) Uani 1 1 d . . . . .
C30 C 0.5008(2) 0.7646(2) 0.7710(3) 0.0293(10) Uani 1 1 d . . . . .
C26 C 0.4443(2) 0.7253(2) 0.4389(3) 0.0280(10) Uani 1 1 d . . . . .
H26 H 0.483(3) 0.711(3) 0.476(4) 0.034 Uiso 1 1 d . U . . .
C5 C 0.4942(2) 1.0265(2) 0.1899(3) 0.0275(10) Uani 1 1 d . . . . .
C24 C 0.3205(2) 0.7476(2) 0.4416(3) 0.0264(10) Uani 1 1 d . . . . .
C33 C 0.3204(2) 0.7886(2) 0.8573(3) 0.0278(10) Uani 1 1 d . . . . .
H33 H 0.282(3) 0.813(3) 0.836(4) 0.033 Uiso 1 1 d . U . . .
C32 C 0.3781(2) 0.7930(2) 0.8040(3) 0.0278(10) Uani 1 1 d . . . . .
H32 H 0.377(3) 0.819(3) 0.747(4) 0.033 Uiso 1 1 d . U . . .
C1 C 0.4891(2) 1.1331(2) -0.0582(3) 0.0261(10) Uani 1 1 d . . . . .
C14 C 0.4988(2) 0.8807(2) 0.5223(3) 0.0280(10) Uani 1 1 d . . . . .
C21 C 0.4492(2) 0.7467(2) 0.3516(3) 0.0294(10) Uani 1 1 d . . . . .
C20 C 0.5157(2) 0.7475(2) 0.3025(3) 0.0290(10) Uani 1 1 d . . . . .
C36 C 0.4391(2) 0.7245(2) 0.9086(3) 0.0277(10) Uani 1 1 d . . . . .
H36 H 0.477(3) 0.700(3) 0.925(4) 0.033 Uiso 1 1 d . U . . .
C11 C 0.4979(2) 0.9185(2) 0.4370(3) 0.0264(9) Uani 1 1 d . . . . .
C2 C 0.4907(2) 1.0961(2) 0.0270(3) 0.0273(10) Uani 1 1 d . . . . .
C25 C 0.3819(2) 0.7254(2) 0.4824(3) 0.0287(10) Uani 1 1 d . . . . .
H25 H 0.380(3) 0.713(3) 0.546(4) 0.034 Uiso 1 1 d . U . . .
C7 C 0.5507(3) 1.0666(3) 0.0571(4) 0.0313(10) Uani 1 1 d . . . . .
H7 H 0.589(3) 1.068(3) 0.021(4) 0.038 Uiso 1 1 d . U . . .
N100 N 0.750000 0.750000 0.1452(9) 0.055(3) Uani 1 4 d DS T P . .
C6 C 0.5529(2) 1.0332(2) 0.1371(3) 0.0304(11) Uani 1 1 d . . . . .
H6 H 0.595(3) 1.009(3) 0.157(4) 0.036 Uiso 1 1 d . U . . .
C3 C 0.4321(3) 1.0903(3) 0.0782(4) 0.0337(11) Uani 1 1 d . . . . .
H3 H 0.388(3) 1.110(3) 0.060(4) 0.040 Uiso 1 1 d . U . . .
C23 C 0.3275(2) 0.7711(3) 0.3543(3) 0.0322(11) Uani 1 1 d . . . . .
H23 H 0.290(3) 0.794(3) 0.323(4) 0.039 Uiso 1 1 d . U . . .
C4 C 0.4337(3) 1.0558(3) 0.1579(4) 0.0369(12) Uani 1 1 d . . . . .
H4 H 0.393(3) 1.048(3) 0.197(4) 0.044 Uiso 1 1 d . U . . .
C22 C 0.3897(3) 0.7703(3) 0.3098(3) 0.0351(11) Uani 1 1 d . . . . .
H22 H 0.395(3) 0.787(3) 0.243(4) 0.042 Uiso 1 1 d . U . . .
B10 B 0.250000 0.750000 1.000000 0.0213(19) Uani 1 4 d S T P . .
B1 B 0.250000 0.750000 0.500000 0.027(2) Uani 1 4 d S T P . .
C12 C 0.5564(3) 0.9455(4) 0.4020(5) 0.064(2) Uani 1 1 d . . . . .
H12 H 0.597(4) 0.945(4) 0.442(5) 0.076 Uiso 1 1 d . U . . .
C13 C 0.5556(3) 0.9815(4) 0.3226(4) 0.0564(18) Uani 1 1 d . . . . .
H13 H 0.596625 1.001032 0.300669 0.068 Uiso 1 1 calc R U . . .
C9 C 0.4375(3) 0.9603(4) 0.3104(5) 0.065(2) Uani 1 1 d . . . . .
H9 H 0.391(4) 0.963(4) 0.276(5) 0.078 Uiso 1 1 d . U . . .
C10 C 0.4388(3) 0.9261(4) 0.3901(5) 0.067(2) Uani 1 1 d . . . . .
H10 H 0.395(4) 0.897(4) 0.411(5) 0.080 Uiso 1 1 d . U . . .
H10C H 0.711(4) 0.730(7) 0.159(6) 0.08(4) Uiso 0.75 1 d D . P . .
H11C H 0.773(17) 0.724(15) 0.442(5) 0.15(6) Uiso 0.75 1 d D . P . .
H11D H 0.750000 0.750000 0.3462(16) 0.27(16) Uiso 1 4 d DS . P . .
H10D H 0.750000 0.750000 0.0876(16) 1.4(14) Uiso 1 4 d DS . P . .
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
1 -2 0 0.0281
-1 2 0 0.0152
8 3 -7 0.2067
-8 -4 7 0.1822
9 -9 0 0.0242
-9 9 0 0.0206
-6 -6 -7 0.2335
-8 -8 -4 0.1646
7 10 4 0.0547
5 12 0 0.0107
-7 -10 0 0.0768
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
H11A O110 H11B 104.5 . . ?
H12A O120 H12B 104.4 . . ?
H10A O100 H10B 104.6 . . ?
H13A O130 H13B 104.5 . . ?
H4A N4 H4B 120.0 . . ?
C14 N4 H4A 120.0 . . ?
C14 N4 H4B 120.0 . . ?
H2A N2 H2B 119(5) . . ?
C1 N2 H2A 117(4) . . ?
C1 N2 H2B 124(3) . . ?
H1A N1 H1B 117(5) . . ?
C1 N1 H1A 120(4) . . ?
C1 N1 H1B 116(4) . . ?
H3A N3 H3B 118(6) . . ?
C14 N3 H3A 120(4) . . ?
C14 N3 H3B 119(4) . . ?
H11C N110 H11C 100(10) 3_655 4_565 ?
H11C N110 H11C 100(10) . 2_665 ?
H11C N110 H11C 66(8) 2_665 4_565 ?
H11C N110 H11C 66(8) . 3_655 ?
H11C N110 H11C 66(8) 2_665 3_655 ?
H11C N110 H11C 66(8) . 4_565 ?
H11C N110 H11D 130(7) . . ?
H11D N110 H11C 130(7) . 2_665 ?
H11D N110 H11C 130(7) . 3_655 ?
H11D N110 H11C 130(7) . 4_565 ?
C35 C34 C33 115.1(4) . . ?
C35 C34 B10 123.6(3) . . ?
C33 C34 B10 121.3(3) . . ?
C34 C35 H35 118(3) . . ?
C36 C35 C34 122.9(4) . . ?
C36 C35 H35 119(3) . . ?
H14A O140 H14B 115(10) . . ?
C32 C31 C30 120.6(4) . . ?
C36 C31 C30 121.6(4) . . ?
C36 C31 C32 117.8(4) . . ?
C13 C8 C5 121.3(4) . . ?
C9 C8 C5 121.6(4) . . ?
C9 C8 C13 117.0(5) . . ?
O2 C30 C31 118.4(4) . . ?
O1 C30 O2 123.4(4) . . ?
O1 C30 C31 118.2(4) . . ?
C21 C26 H26 125(3) . . ?
C21 C26 C25 120.7(4) . . ?
C25 C26 H26 114(3) . . ?
C6 C5 C8 121.5(4) . . ?
C4 C5 C8 121.2(4) . . ?
C4 C5 C6 117.3(5) . . ?
C25 C24 B1 119.4(4) . . ?
C23 C24 C25 115.1(4) . . ?
C23 C24 B1 125.4(4) . . ?
C34 C33 H33 122(3) . . ?
C32 C33 C34 123.0(4) . . ?
C32 C33 H33 115(3) . . ?
C31 C32 H32 119(3) . . ?
C33 C32 C31 120.5(4) . . ?
C33 C32 H32 120(3) . . ?
N2 C1 C2 119.8(4) . . ?
N1 C1 N2 120.5(5) . . ?
N1 C1 C2 119.7(4) . . ?
N4 C14 N3 118.3(5) . . ?
N4 C14 C11 120.7(4) . . ?
N3 C14 C11 121.0(4) . . ?
C26 C21 C20 122.2(4) . . ?
C26 C21 C22 118.0(4) . . ?
C22 C21 C20 119.8(4) . . ?
O10 C20 O11 123.3(5) . . ?
O10 C20 C21 118.9(4) . . ?
O11 C20 C21 117.8(4) . . ?
C35 C36 C31 120.7(4) . . ?
C35 C36 H36 119(3) . . ?
C31 C36 H36 120(3) . . ?
C12 C11 C14 121.2(5) . . ?
C10 C11 C14 120.8(5) . . ?
C10 C11 C12 118.0(5) . . ?
C7 C2 C1 120.5(4) . . ?
C7 C2 C3 119.0(5) . . ?
C3 C2 C1 120.5(4) . . ?
C26 C25 C24 122.8(4) . . ?
C26 C25 H25 120(3) . . ?
C24 C25 H25 117(3) . . ?
C2 C7 H7 119(3) . . ?
C6 C7 C2 120.8(5) . . ?
C6 C7 H7 120(4) . . ?
H10C N100 H10C 87(3) . 3_655 ?
H10C N100 H10C 152(10) . 2_665 ?
H10C N100 H10C 87(3) 2_665 4_565 ?
H10C N100 H10C 152(10) 3_655 4_565 ?
H10C N100 H10C 87(3) . 4_565 ?
H10C N100 H10C 87(3) 2_665 3_655 ?
H10C N100 H10D 104(7) . . ?
H10D N100 H10C 104(7) . 2_665 ?
H10D N100 H10C 104(7) . 4_565 ?
H10D N100 H10C 104(7) . 3_655 ?
C5 C6 H6 117(3) . . ?
C7 C6 C5 121.1(4) . . ?
C7 C6 H6 121(3) . . ?
C2 C3 H3 123(3) . . ?
C4 C3 C2 120.4(5) . . ?
C4 C3 H3 117(3) . . ?
C24 C23 H23 122(3) . . ?
C22 C23 C24 122.4(5) . . ?
C22 C23 H23 116(3) . . ?
C5 C4 H4 114(3) . . ?
C3 C4 C5 121.3(5) . . ?
C3 C4 H4 125(3) . . ?
C21 C22 H22 117(3) . . ?
C23 C22 C21 120.9(5) . . ?
C23 C22 H22 122(3) . . ?
C34 B10 C34 108.92(15) . 8_667 ?
C34 B10 C34 108.92(15) 2_565 7_567 ?
C34 B10 C34 110.6(3) 8_667 7_567 ?
C34 B10 C34 108.92(15) 2_565 8_667 ?
C34 B10 C34 108.92(15) . 7_567 ?
C34 B10 C34 110.6(3) . 2_565 ?
C24 B1 C24 115.0(3) 8_666 7_566 ?
C24 B1 C24 106.80(16) 7_566 . ?
C24 B1 C24 115.0(3) 2_565 . ?
C24 B1 C24 106.80(16) 2_565 7_566 ?
C24 B1 C24 106.80(16) 8_666 . ?
C24 B1 C24 106.80(16) 8_666 2_565 ?
C11 C12 H12 116(4) . . ?
C11 C12 C13 121.2(5) . . ?
C13 C12 H12 122(4) . . ?
C8 C13 C12 120.8(5) . . ?
C8 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C8 C9 H9 121(4) . . ?
C10 C9 C8 121.5(5) . . ?
C10 C9 H9 118(4) . . ?
C11 C10 C9 121.4(6) . . ?
C11 C10 H10 118(4) . . ?
C9 C10 H10 119(4) . . ?
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
O2 C30 1.274(6) . ?
O110 H11A 0.8696 . ?
O110 H11B 0.8698 . ?
O10 C20 1.254(6) . ?
O11 C20 1.273(6) . ?
O120 H12A 0.8709 . ?
O120 H12B 0.8707 . ?
O100 H10A 0.8682 . ?
O100 H10B 0.8707 . ?
O1 C30 1.251(6) . ?
O130 H13A 0.8701 . ?
O130 H13B 0.8695 . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
N4 C14 1.313(6) . ?
N2 H2A 0.78(6) . ?
N2 H2B 0.96(6) . ?
N2 C1 1.317(6) . ?
N1 H1A 0.89(6) . ?
N1 H1B 0.92(6) . ?
N1 C1 1.316(6) . ?
N3 H3A 0.85(6) . ?
N3 H3B 0.84(6) . ?
N3 C14 1.316(6) . ?
N110 H11C 0.88(2) 3_655 ?
N110 H11C 0.88(2) . ?
N110 H11C 0.88(2) 2_665 ?
N110 H11C 0.88(2) 4_565 ?
N110 H11D 0.87(2) . ?
C34 C35 1.399(6) . ?
C34 C33 1.409(6) . ?
C34 B10 1.649(4) . ?
C35 H35 1.02(5) . ?
C35 C36 1.395(6) . ?
O140 H14A 0.89(10) . ?
O140 H14B 0.83(11) . ?
C31 C30 1.500(6) . ?
C31 C32 1.398(6) . ?
C31 C36 1.397(7) . ?
C8 C5 1.478(6) . ?
C8 C13 1.387(7) . ?
C8 C9 1.380(7) . ?
C26 H26 0.98(5) . ?
C26 C21 1.387(7) . ?
C26 C25 1.388(7) . ?
C5 C6 1.407(6) . ?
C5 C4 1.404(7) . ?
C24 C25 1.422(7) . ?
C24 C23 1.404(7) . ?
C24 B1 1.639(5) . ?
C33 H33 0.95(5) . ?
C33 C32 1.391(6) . ?
C32 H32 1.00(5) . ?
C1 C2 1.477(6) . ?
C14 C11 1.486(6) . ?
C21 C20 1.501(6) . ?
C21 C22 1.404(7) . ?
C36 H36 0.92(5) . ?
C11 C12 1.370(8) . ?
C11 C10 1.365(7) . ?
C2 C7 1.388(7) . ?
C2 C3 1.390(7) . ?
C25 H25 1.00(6) . ?
C7 H7 0.93(6) . ?
C7 C6 1.376(7) . ?
N100 H10C 0.879(10) 2_665 ?
N100 H10C 0.879(10) 3_655 ?
N100 H10C 0.879(10) 4_565 ?
N100 H10C 0.879(10) . ?
N100 H10D 0.87(2) . ?
C6 H6 1.01(5) . ?
C3 H3 0.98(6) . ?
C3 C4 1.380(8) . ?
C23 H23 0.99(6) . ?
C23 C22 1.393(7) . ?
C4 H4 1.00(6) . ?
C22 H22 1.07(6) . ?
C12 H12 0.99(7) . ?
C12 C13 1.392(9) . ?
C13 H13 0.9500 . ?
C9 H9 1.06(7) . ?
C9 C10 1.378(9) . ?
C10 H10 1.08(7) . ?
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
O110 H11A O2 0.87 1.84 2.705(5) 170.0 . yes
O110 H11B O110 0.87 1.92 2.775(5) 167.0 3_655 yes
O120 H12A O11 0.87 1.90 2.721(5) 155.9 . yes
O120 H12B O110 0.87 1.97 2.766(5) 151.1 . yes
O100 H10A O2 0.87 1.85 2.712(5) 171.7 . yes
N4 H4A O1 0.88 1.99 2.751(6) 143.8 . yes
N2 H2B O140 0.96(6) 1.82(6) 2.766(7) 167(5) 8_665 yes
N1 H1A O10 0.89(6) 1.99(6) 2.783(6) 148(5) 5_675 yes
N3 H3A O1 0.85(6) 1.92(6) 2.683(6) 148(6) . yes
O140 H14A O100 0.89(10) 1.97(11) 2.797(7) 154(10) 1_554 yes
O140 H14B O10 0.83(11) 1.99(11) 2.775(6) 159(11) . 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
N4 C14 C11 C12 -17.5(8) . . . . ?
N4 C14 C11 C10 161.2(6) . . . . ?
N2 C1 C2 C7 152.2(5) . . . . ?
N2 C1 C2 C3 -27.7(7) . . . . ?
N1 C1 C2 C7 -28.4(7) . . . . ?
N1 C1 C2 C3 151.6(5) . . . . ?
N3 C14 C11 C12 162.8(6) . . . . ?
N3 C14 C11 C10 -18.5(8) . . . . ?
C34 C35 C36 C31 0.0(7) . . . . ?
C34 C33 C32 C31 0.4(8) . . . . ?
C35 C34 C33 C32 0.5(7) . . . . ?
C35 C34 B10 C34 -26.3(4) . . . 7_567 ?
C35 C34 B10 C34 94.4(5) . . . 8_667 ?
C35 C34 B10 C34 -146.0(5) . . . 2_565 ?
C8 C5 C6 C7 178.5(5) . . . . ?
C8 C5 C4 C3 -179.6(5) . . . . ?
C8 C9 C10 C11 -1.0(14) . . . . ?
C30 C31 C32 C33 179.6(4) . . . . ?
C30 C31 C36 C35 -179.8(4) . . . . ?
C26 C21 C20 O10 171.6(5) . . . . ?
C26 C21 C20 O11 -8.8(7) . . . . ?
C26 C21 C22 C23 -1.1(8) . . . . ?
C5 C8 C13 C12 -179.1(6) . . . . ?
C5 C8 C9 C10 -179.5(7) . . . . ?
C24 C23 C22 C21 -1.1(8) . . . . ?
C33 C34 C35 C36 -0.7(7) . . . . ?
C33 C34 B10 C34 36.2(3) . . . 2_565 ?
C33 C34 B10 C34 -83.4(3) . . . 8_667 ?
C33 C34 B10 C34 155.9(4) . . . 7_567 ?
C32 C31 C30 O2 177.5(5) . . . . ?
C32 C31 C30 O1 -3.4(7) . . . . ?
C32 C31 C36 C35 0.9(7) . . . . ?
C1 C2 C7 C6 178.8(5) . . . . ?
C1 C2 C3 C4 -179.9(5) . . . . ?
C14 C11 C12 C13 -179.3(7) . . . . ?
C14 C11 C10 C9 -179.2(7) . . . . ?
C21 C26 C25 C24 -0.8(7) . . . . ?
C20 C21 C22 C23 -179.0(5) . . . . ?
C36 C31 C30 O2 -1.8(7) . . . . ?
C36 C31 C30 O1 177.4(5) . . . . ?
C36 C31 C32 C33 -1.1(7) . . . . ?
C11 C12 C13 C8 -2.0(12) . . . . ?
C2 C7 C6 C5 1.5(8) . . . . ?
C2 C3 C4 C5 0.7(9) . . . . ?
C25 C26 C21 C20 179.9(4) . . . . ?
C25 C26 C21 C22 2.0(7) . . . . ?
C25 C24 C23 C22 2.2(7) . . . . ?
C25 C24 B1 C24 80.4(5) . . . 8_666 ?
C25 C24 B1 C24 -161.4(4) . . . 2_565 ?
C25 C24 B1 C24 -43.1(4) . . . 7_566 ?
C7 C2 C3 C4 0.2(8) . . . . ?
C6 C5 C4 C3 -0.5(8) . . . . ?
C3 C2 C7 C6 -1.2(8) . . . . ?
C23 C24 C25 C26 -1.3(7) . . . . ?
C23 C24 B1 C24 23.9(4) . . . 2_565 ?
C23 C24 B1 C24 142.1(4) . . . 7_566 ?
C23 C24 B1 C24 -94.4(3) . . . 8_666 ?
C4 C5 C6 C7 -0.6(7) . . . . ?
C22 C21 C20 O10 -10.5(7) . . . . ?
C22 C21 C20 O11 169.1(5) . . . . ?
B10 C34 C35 C36 -178.7(4) . . . . ?
B10 C34 C33 C32 178.5(4) . . . . ?
B1 C24 C25 C26 -176.5(4) . . . . ?
B1 C24 C23 C22 177.1(4) . . . . ?
C12 C11 C10 C9 -0.5(12) . . . . ?
C13 C8 C5 C6 24.3(8) . . . . ?
C13 C8 C5 C4 -156.6(6) . . . . ?
C13 C8 C9 C10 1.0(12) . . . . ?
C9 C8 C5 C6 -155.2(6) . . . . ?
C9 C8 C5 C4 23.9(8) . . . . ?
C9 C8 C13 C12 0.5(11) . . . . ?
C10 C11 C12 C13 1.9(11) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0008 -2.0004 -0.0012 0.0174 0.0350 -0.1712
-1.0008 2.0004 0.0012 -0.0174 -0.0350 0.1712
8.2642 3.3998 -6.9678 -0.2234 -0.9374 -0.2671
-7.8094 -4.2555 6.9993 0.2276 0.9544 0.1930
8.8557 -9.1469 -0.0851 -0.1574 0.0351 -0.9869
-9.0285 8.9752 -0.1046 0.1834 -0.0413 0.9822
-6.2778 -6.3823 -6.9717 0.9562 -0.2290 -0.1824
-8.3151 -8.4084 -3.6162 0.9687 0.1810 -0.1700
6.7065 9.7177 3.6593 -0.9286 -0.1739 0.3278
4.7466 11.8051 0.1339 -0.7092 -0.4901 0.5067
-7.4841 -10.2807 0.1841 0.7905 0.5454 -0.2787
