# 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_1-A
_database_code_depnum_ccdc_archive 'CCDC 2111024'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2021-09-21 deposited with the CCDC.	2021-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#===============================================================================

# 2. CHEMICAL DATA

_chemical_name_systematic        
;
 tetrakis(4-dihydroxyborylphenyl)adamantane acetone pentasolvate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H36 B4 O8, 5(C3 H6 O)'
_chemical_formula_sum            'C49 H66 B4 O13'
_chemical_formula_weight         906.25

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


#===============================================================================

# 3. SYMMETRY AND SPACE GROUP

_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_H-M_alt        'P 4/n'
_space_group_name_Hall           '-P 4a'

_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+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'


#===============================================================================

# 4. CRYSTAL DATA

_cell_length_a                   18.51710(10)
_cell_length_b                   18.51710(10)
_cell_length_c                   7.06700(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2423.15(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8991
_cell_measurement_theta_min      2.3530
_cell_measurement_theta_max      66.7930

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.707
_exptl_absorpt_correction_T_min  0.78522
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

#===============================================================================

# 5. EXPERIMENTAL DATA

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            16021
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.375
_diffrn_reflns_theta_max         67.037
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             2162
_reflns_number_gt                2080
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#===============================================================================

# 6. REFINEMENT DATA

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0089P)²+12.4248P] 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         2162
_refine_ls_number_parameters     169
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0947
_refine_ls_R_factor_gt           0.0958
_refine_ls_wR_factor_ref         0.1970
_refine_ls_wR_factor_gt          0.1964
_refine_ls_goodness_of_fit_ref   1.214
_refine_ls_restrained_S_all      1.214
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#===============================================================================

# 7. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
O2A O 0.4515(5) 0.3369(5) 0.8542(13) 0.0270(14) Uani 0.456(8) 1 d . . P A 1
H2X H 0.451(3) 0.276(3) 0.830(8) 0.041 Uiso 0.456(8) 1 d . U P A 1
B1A B 0.4707(13) 0.3725(16) 0.693(4) 0.018(3) Uani 0.456(8) 1 d . . P A 1
O2B O 0.4225(4) 0.3176(4) 0.8029(11) 0.0270(14) Uani 0.544(8) 1 d . . P A 2
H2Y H 0.451(3) 0.276(3) 0.830(8) 0.041 Uiso 0.544(8) 1 d . U P A 2
B1B B 0.4519(10) 0.3598(12) 0.665(3) 0.018(3) Uani 0.544(8) 1 d . . P A 2
O1 O 0.4314(2) 0.43309(19) 0.6497(5) 0.0434(10) Uani 1 1 d D . . A 2
H1 H 0.400(3) 0.445(3) 0.730(7) 0.065 Uiso 1 1 d D U . B 2
C1 C 0.66183(17) 0.21271(18) -0.0010(5) 0.0086(7) Uani 1 1 d . . . . .
H1A H 0.6214 0.2289 -0.0823 0.010 Uiso 1 1 calc R U . . .
H1B H 0.6443 0.1724 0.0785 0.010 Uiso 1 1 calc R U . . .
C2 C 0.7500 0.2500 0.2495(6) 0.0073(9) Uani 1 2 d S T P . .
H2A H 0.7660 0.2902 0.3319 0.009 Uiso 0.5 1 calc R U P . .
H2B H 0.7340 0.2098 0.3319 0.009 Uiso 0.5 1 calc R U P . .
C3 C 0.68596(17) 0.27547(18) 0.1268(5) 0.0079(7) Uani 1 1 d . . . . .
C4 C 0.62552(17) 0.29820(19) 0.2618(5) 0.0086(7) Uani 1 1 d . . . . .
C5 C 0.60017(19) 0.36933(19) 0.2736(5) 0.0126(7) Uani 1 1 d . . . . .
H5 H 0.6185 0.4047 0.1889 0.015 Uiso 1 1 calc R U . . .
C6 C 0.5488(2) 0.3891(2) 0.4069(5) 0.0162(8) Uani 1 1 d . . . . .
H6 H 0.5329 0.4378 0.4108 0.019 Uiso 1 1 calc R U . . .
C7 C 0.5198(2) 0.3398(2) 0.5353(5) 0.0184(8) Uani 1 1 d . . . . .
C8 C 0.5453(2) 0.2684(2) 0.5229(5) 0.0173(8) Uani 1 1 d . . . . .
H8 H 0.5270 0.2331 0.6080 0.021 Uiso 1 1 calc R U . . .
C9 C 0.59634(19) 0.24814(19) 0.3901(5) 0.0132(8) Uani 1 1 d . . . . .
H9 H 0.6120 0.1993 0.3856 0.016 Uiso 1 1 calc R U . . .
C10 C 0.7164(3) 0.5916(3) -0.1975(7) 0.0439(13) Uani 1 1 d . . . . .
H10A H 0.7611 0.6019 -0.1284 0.066 Uiso 1 1 calc R U . . .
H10B H 0.6934 0.6371 -0.2350 0.066 Uiso 1 1 calc R U . . .
H10C H 0.7275 0.5631 -0.3106 0.066 Uiso 1 1 calc R U . . .
C11 C 0.6667(2) 0.5504(2) -0.0745(6) 0.0246(9) Uani 1 1 d . . . . .
C12 C 0.5955(3) 0.5296(3) -0.1542(8) 0.0493(15) Uani 1 1 d . . . . .
H12A H 0.5681 0.5025 -0.0593 0.074 Uiso 1 1 calc R U . . .
H12B H 0.6027 0.4995 -0.2666 0.074 Uiso 1 1 calc R U . . .
H12C H 0.5686 0.5733 -0.1893 0.074 Uiso 1 1 calc R U . . .
C13 C 0.3149(7) 0.2735(8) 0.655(2) 0.069(4) Uani 0.5 1 d . . P . .
H13A H 0.3525 0.2869 0.5644 0.104 Uiso 0.5 1 calc R U P . .
H13B H 0.3323 0.2340 0.7355 0.104 Uiso 0.5 1 calc R U P . .
H13C H 0.3031 0.3153 0.7344 0.104 Uiso 0.5 1 calc R U P . .
C14 C 0.2500 0.2500 0.553(2) 0.048(3) Uani 1 4 d S T P . .
O3 O 0.68300(15) 0.53326(15) 0.0880(4) 0.0220(7) Uani 1 1 d . . . . .
O4 O 0.2500 0.2500 0.3819(15) 0.061(2) Uani 1 4 d S T P . .


#===============================================================================

# 8. MOLECULAR GEOMETRY

_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
O2A B1A 1.36(3) . ?
O2A H2X 1.14(5) . ?
B1A C7 1.56(3) . ?
O2B B1B 1.36(3) . ?
O2B H2Y 0.96(5) . ?
B1B O1 1.41(3) . ?
B1B C7 1.60(3) . ?
O1 H1 0.846(10) . ?
C1 C3 1.538(4) . ?
C1 C3 1.544(4) 8_655 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.543(4) 2_655 ?
C2 C3 1.543(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.530(4) . ?
C3 C1 1.544(4) 7_665 ?
C4 C5 1.401(5) . ?
C4 C9 1.405(5) . ?
C5 C6 1.388(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.394(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.407(5) . ?
C8 C9 1.383(5) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.477(6) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O3 1.229(5) . ?
C11 C12 1.486(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.469(14) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 O4 1.207(16) . ?
C14 C13 1.469(14) 2 ?
C14 C13 1.469(14) 3 ?
C14 C13 1.469(14) 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
B1A O2A H2X 111(3) . . ?
O2A B1A C7 124(2) . . ?
B1B O2B H2Y 113(3) . . ?
O2B B1B O1 120.0(19) . . ?
O2B B1B C7 126.2(18) . . ?
O1 B1B C7 112.8(15) . . ?
B1B O1 H1 112(4) . . ?
C3 C1 C3 111.2(3) . 8_655 ?
C3 C1 H1A 109.4 . . ?
C3 C1 H1A 109.4 8_655 . ?
C3 C1 H1B 109.4 . . ?
C3 C1 H1B 109.4 8_655 . ?
H1A C1 H1B 108.0 . . ?
C3 C2 C3 111.6(4) 2_655 . ?
C3 C2 H2A 109.3 2_655 . ?
C3 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 2_655 . ?
C3 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
C4 C3 C1 111.2(3) . . ?
C4 C3 C1 112.8(3) . 7_665 ?
C1 C3 C1 108.9(2) . 7_665 ?
C4 C3 C2 107.2(3) . . ?
C1 C3 C2 108.8(2) . . ?
C1 C3 C2 107.9(2) 7_665 . ?
C5 C4 C9 116.9(3) . . ?
C5 C4 C3 122.8(3) . . ?
C9 C4 C3 120.2(3) . . ?
C6 C5 C4 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 122.2(3) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
C6 C7 C8 116.5(3) . . ?
C6 C7 B1A 115.9(11) . . ?
C8 C7 B1A 127.1(12) . . ?
C6 C7 B1B 121.7(9) . . ?
C8 C7 B1B 121.1(9) . . ?
C9 C8 C7 121.7(3) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C8 C9 C4 121.5(3) . . ?
C8 C9 H9 119.3 . . ?
C4 C9 H9 119.3 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C11 C10 122.1(4) . . ?
O3 C11 C12 120.3(4) . . ?
C10 C11 C12 117.6(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O4 C14 C13 119.6(8) . 2 ?
O4 C14 C13 119.6(8) . . ?
C13 C14 C13 120.9(16) 2 . ?
O4 C14 C13 119.6(8) . 3 ?
C13 C14 C13 75.9(7) 2 3 ?
C13 C14 C13 75.9(7) . 3 ?
O4 C14 C13 119.6(8) . 4 ?
C13 C14 C13 75.9(7) 2 4 ?
C13 C14 C13 75.9(7) . 4 ?
C13 C14 C13 120.9(16) 3 4 ?

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
C3 C1 C3 C4 -175.7(3) 8_655 . . . ?
C3 C1 C3 C1 59.4(2) 8_655 . . 7_665 ?
C3 C1 C3 C2 -57.9(3) 8_655 . . . ?
C3 C2 C3 C4 179.1(3) 2_655 . . . ?
C3 C2 C3 C1 58.8(2) 2_655 . . . ?
C3 C2 C3 C1 -59.2(2) 2_655 . . 7_665 ?
C1 C3 C4 C5 -125.2(3) . . . . ?
C1 C3 C4 C5 -2.6(5) 7_665 . . . ?
C2 C3 C4 C5 115.9(3) . . . . ?
C1 C3 C4 C9 59.2(4) . . . . ?
C1 C3 C4 C9 -178.2(3) 7_665 . . . ?
C2 C3 C4 C9 -59.6(4) . . . . ?
C9 C4 C5 C6 0.3(5) . . . . ?
C3 C4 C5 C6 -175.4(3) . . . . ?
C4 C5 C6 C7 0.0(6) . . . . ?
C5 C6 C7 C8 -0.1(6) . . . . ?
C5 C6 C7 B1A 172.0(9) . . . . ?
C5 C6 C7 B1B -170.0(7) . . . . ?
O2A B1A C7 C6 -164.1(11) . . . . ?
O2A B1A C7 C8 6.9(19) . . . . ?
O2A B1A C7 B1B 82(7) . . . . ?
O2B B1B C7 C6 -175.5(9) . . . . ?
O1 B1B C7 C6 -6.6(14) . . . . ?
O2B B1B C7 C8 15.0(15) . . . . ?
O1 B1B C7 C8 -176.0(7) . . . . ?
O2B B1B C7 B1A -101(7) . . . . ?
O1 B1B C7 B1A 68(6) . . . . ?
C6 C7 C8 C9 -0.2(6) . . . . ?
B1A C7 C8 C9 -171.1(9) . . . . ?
B1B C7 C8 C9 169.8(8) . . . . ?
C7 C8 C9 C4 0.4(6) . . . . ?
C5 C4 C9 C8 -0.5(5) . . . . ?
C3 C4 C9 C8 175.3(3) . . . . ?

#===============================================================================

# 9. HYDROGEN BOND GEOMETRY

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
O2A H2X O3 1.14(5) 1.84(5) 2.893(9) 151(4) 8_656
O1 H1 O3 0.846(10) 2.040(12) 2.884(4) 175(6) 5_666
C10 H10A O2A 0.98 2.59 3.391(10) 139.1 7_666
C10 H10A O2B 0.98 2.57 3.370(9) 139.1 7_666
C10 H10B O4 0.98 2.56 3.270(7) 129.4 5_665

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.081

#===============================================================================

# 10. SHELX RES FILE 

_shelxl_version_number           2013-4



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH, Acetone'
####################################################################### 
# 
# 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_1-DMSO
_database_code_depnum_ccdc_archive 'CCDC 2111028'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2021-09-21 deposited with the CCDC.	2021-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#===============================================================================

# 2. CHEMICAL DATA

_chemical_name_systematic        
;
tetrakis(4-dihydroxyborylphenyl)adamantane dimethyl sulfoxide pentasolvate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H36 B4 O8, O S, 5(C2 H8 O S)'
_chemical_formula_sum            'C44 H60 B4 O13 S5'
_chemical_formula_weight         1000.46

#===============================================================================

# 3. CHECKCIF VALIDATION RESPONSE

# start Validation Reply Form
_vrf_THETM01_1-DMSO              
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The quality of collected crystal data is poor. Crystal sparingly 
diffracted at low theta angles. The reflection profiles were fuzzed. 
;
_vrf_PLAT088_1-DMSO              
;
PROBLEM: Poor Data / Parameter Ratio ....................       4.31 Note  
RESPONSE: Despite the fact, that crystal morphology was very fine, 
the observd diffraction was poor. We were unable to collect 
data of better quality.
;
# end Validation Reply Form

#===============================================================================

# 4. SYMMETRY AND SPACE GROUP

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_H-M_alt        'P 4/n'
_space_group_name_Hall           '-P 4a'

_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+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'

#===============================================================================

# 5. CRYSTAL DATA

_cell_length_a                   18.8442(15)
_cell_length_b                   18.8442(15)
_cell_length_c                   7.0478(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2502.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1160
_cell_measurement_theta_min      3.2990
_cell_measurement_theta_max      38.6920

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_F_000             1056
_exptl_absorpt_coefficient_mu    2.634
_exptl_crystal_size_max          0.305
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.049
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 5 0 0.0302
-2 -1 5 0.1436
5 -4 0 0.0197
-5 4 0 0.0297
2 1 -5 0.1436
-3 -5 0 0.0302
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
3.0010 4.9988 0.0033 -0.0605 -0.0596 -0.4687
-2.0645 -0.9785 4.9984 -0.8576 -0.6109 0.3453
4.9912 -3.9843 0.0064 -0.2562 0.4531 0.0448
-4.9912 3.9843 -0.0064 0.2562 -0.4531 -0.0448
2.0645 0.9785 -4.9984 0.8576 0.6109 -0.3453
-3.0010 -4.9988 -0.0033 0.0605 0.0596 0.4687
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.831
_oxdiff_exptl_absorpt_empirical_full_max 1.342
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

#===============================================================================

# 6. EXPERIMENTAL DATA

_diffrn_ambient_temperature      100.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            3272
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         3.317
_diffrn_reflns_theta_max         38.974
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.308
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.308
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.308
_reflns_number_total             698
_reflns_number_gt                568
_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_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'

#===============================================================================

# 7. REFINEMENT DATA

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+72.5648P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         698
_refine_ls_number_parameters     162
_refine_ls_number_restraints     90
_refine_ls_R_factor_all          0.1317
_refine_ls_R_factor_gt           0.1168
_refine_ls_wR_factor_ref         0.2522
_refine_ls_wR_factor_gt          0.2442
_refine_ls_goodness_of_fit_ref   1.205
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#===============================================================================

# 8. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
O4 O 0.7500 0.7500 0.108(10) 0.16(2) Uani 1 4 d S T P . .
S3 S 0.765(3) 0.7052(18) -0.055(4) 0.103(12) Uani 0.25 1 d . U P . .
C12? C 0.744(18) 0.698(6) -0.239(16) 0.35(8) Uani 0.5 1 d . U P . .
C1 C 0.7500 0.2500 0.251(4) 0.039(8) Uani 1 2 d S TU P . .
H1A H 0.7104 0.2655 0.1680 0.046 Uiso 0.5 1 calc R U P . .
H1B H 0.7896 0.2345 0.1680 0.046 Uiso 0.5 1 calc R U P . .
C2 C 0.8363(9) 0.2865(9) 0.495(3) 0.030(5) Uani 1 1 d . U . . .
H2A H 0.8546 0.3265 0.5715 0.036 Uiso 1 1 calc R U . . .
H2B H 0.8752 0.2694 0.4121 0.036 Uiso 1 1 calc R U . . .
C3 C 0.7744(9) 0.3124(9) 0.372(3) 0.027(5) Uani 1 1 d . U . . .
C4 C 0.7978(10) 0.3715(9) 0.238(3) 0.023(5) Uani 1 1 d . U . . .
C5 C 0.8654(10) 0.3995(9) 0.229(2) 0.021(5) Uani 1 1 d . U . . .
H5 H 0.9000 0.3829 0.3164 0.025 Uiso 1 1 calc R U . . .
C6 C 0.8848(10) 0.4510(9) 0.098(3) 0.025(5) Uani 1 1 d . U . . .
H6 H 0.9327 0.4668 0.0948 0.030 Uiso 1 1 calc R U . . .
C7 C 0.8351(10) 0.4809(10) -0.033(3) 0.028(5) Uani 1 1 d . U . . .
C8 C 0.7685(10) 0.4525(10) -0.017(3) 0.034(6) Uani 1 1 d . U . . .
H8 H 0.7332 0.4698 -0.1012 0.041 Uiso 1 1 calc R U . . .
C9 C 0.7479(10) 0.4012(10) 0.111(3) 0.034(6) Uani 1 1 d . U . . .
H9 H 0.7000 0.3856 0.1136 0.041 Uiso 1 1 calc R U . . .
C10 C 0.9978(12) 0.5900(11) 0.322(3) 0.077(8) Uani 1 1 d . U . . .
H10A H 1.0486 0.5889 0.3517 0.116 Uiso 1 1 calc R U . . .
H10B H 0.9910 0.5824 0.1856 0.116 Uiso 1 1 calc R U . . .
H10C H 0.9734 0.5525 0.3928 0.116 Uiso 1 1 calc R U . . .
C11 C 0.8754(12) 0.6550(13) 0.319(3) 0.087(9) Uani 1 1 d . U . . .
H11A H 0.8457 0.6966 0.3440 0.130 Uiso 1 1 calc R U . . .
H11B H 0.8575 0.6145 0.3919 0.130 Uiso 1 1 calc R U . . .
H11C H 0.8740 0.6437 0.1833 0.130 Uiso 1 1 calc R U . . .
B1 B 0.8602(15) 0.5380(14) -0.171(4) 0.047(8) Uani 1 1 d . U . . .
O1 O 0.9252(6) 0.5678(6) -0.1545(16) 0.044(4) Uani 1 1 d . . . . .
H1 H 0.9314 0.5967 -0.2437 0.066 Uiso 1 1 calc R U . . .
O2 O 0.8157(8) 0.5640(8) -0.314(2) 0.085(6) Uani 1 1 d . U . . .
H2 H 0.7762 0.5433 -0.3088 0.127 Uiso 1 1 calc R U . . .
O3 O 0.9636(6) 0.6755(7) 0.6007(18) 0.050(4) Uani 1 1 d . . . . .
S1 S 0.9624(3) 0.6730(3) 0.3860(8) 0.064(2) Uani 1 1 d . . . . .


#===============================================================================

# 9. MOLECULAR GEOMETRY

_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
O4 S3 1.45(5) 4_565 ?
O4 S3 1.45(5) 2_665 ?
O4 S3 1.45(5) 3_655 ?
O4 S3 1.45(5) . ?
S3 S3 1.26(5) 3_655 ?
S3 S3 1.26(5) 4_565 ?
S3 C12? 1.36(14) . ?
S3 C12? 1.7(2) 3_655 ?
S3 S3 1.78(6) 2_665 ?
S3 C12? 2.04(17) 4_565 ?
S3 C12? 2.25(12) 2_665 ?
C12? C12? 1.40(15) 4_565 ?
C12? C12? 1.40(15) 3_655 ?
C12? S3 1.7(2) 4_565 ?
C12? C12? 2.0(2) 2_665 ?
C12? S3 2.04(17) 3_655 ?
C12? S3 2.25(12) 2_665 ?
C1 C3 1.52(2) 2_655 ?
C1 C3 1.52(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.53(2) . ?
C2 C3 1.55(2) 7_666 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.52(2) . ?
C3 C2 1.55(2) 8_656 ?
C4 C5 1.38(2) . ?
C4 C9 1.41(2) . ?
C5 C6 1.39(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.43(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.37(2) . ?
C7 B1 1.52(3) . ?
C8 C9 1.38(2) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 S1 1.76(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 S1 1.74(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
B1 O1 1.35(3) . ?
B1 O2 1.40(3) . ?
O1 H1 0.8400 . ?
O2 H2 0.8400 . ?
O3 S1 1.514(13) . ?

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
S3 O4 S3 51(3) 4_565 2_665 ?
S3 O4 S3 75(4) 4_565 3_655 ?
S3 O4 S3 51(3) 2_665 3_655 ?
S3 O4 S3 51(3) 4_565 . ?
S3 O4 S3 75(4) 2_665 . ?
S3 O4 S3 51(3) 3_655 . ?
S3 S3 S3 89.997(13) 3_655 4_565 ?
S3 S3 C12? 103(6) 3_655 . ?
S3 S3 C12? 78(10) 4_565 . ?
S3 S3 O4 64.4(14) 3_655 . ?
S3 S3 O4 64.4(14) 4_565 . ?
C12? S3 O4 140(10) . . ?
S3 S3 C12? 54(10) 3_655 3_655 ?
S3 S3 C12? 100(6) 4_565 3_655 ?
C12? S3 C12? 54(7) . 3_655 ?
O4 S3 C12? 116(10) . 3_655 ?
S3 S3 S3 44.999(19) 3_655 2_665 ?
S3 S3 S3 44.999(5) 4_565 2_665 ?
C12? S3 S3 91(8) . 2_665 ?
O4 S3 S3 52(2) . 2_665 ?
C12? S3 S3 73(10) 3_655 2_665 ?
S3 S3 C12? 82(9) 3_655 4_565 ?
S3 S3 C12? 40(3) 4_565 4_565 ?
C12? S3 C12? 43(6) . 4_565 ?
O4 S3 C12? 96(7) . 4_565 ?
C12? S3 C12? 64(7) 3_655 4_565 ?
S3 S3 C12? 51(9) 2_665 4_565 ?
S3 S3 C12? 46(6) 3_655 2_665 ?
S3 S3 C12? 64(9) 4_565 2_665 ?
C12? S3 C12? 61(7) . 2_665 ?
O4 S3 C12? 88(4) . 2_665 ?
C12? S3 C12? 38(4) 3_655 2_665 ?
S3 S3 C12? 37(5) 2_665 2_665 ?
C12? S3 C12? 38(3) 4_565 2_665 ?
S3 C12? C12? 95(6) . 4_565 ?
S3 C12? C12? 73(10) . 3_655 ?
C12? C12? C12? 90.00(3) 4_565 3_655 ?
S3 C12? S3 48(5) . 4_565 ?
C12? C12? S3 52(9) 4_565 4_565 ?
C12? C12? S3 95(6) 3_655 4_565 ?
S3 C12? C12? 82(7) . 2_665 ?
C12? C12? C12? 45.00(3) 4_565 2_665 ?
C12? C12? C12? 45.00(4) 3_655 2_665 ?
S3 C12? C12? 68(9) 4_565 2_665 ?
S3 C12? S3 37(5) . 3_655 ?
C12? C12? S3 79(8) 4_565 3_655 ?
C12? C12? S3 41(2) 3_655 3_655 ?
S3 C12? S3 56(4) 4_565 3_655 ?
C12? C12? S3 48(8) 2_665 3_655 ?
S3 C12? S3 52(5) . 2_665 ?
C12? C12? S3 47(5) 4_565 2_665 ?
C12? C12? S3 63(8) 3_655 2_665 ?
S3 C12? S3 33(3) 4_565 2_665 ?
C12? C12? S3 37(4) 2_665 2_665 ?
S3 C12? S3 34(2) 3_655 2_665 ?
C3 C1 C3 112(2) 2_655 . ?
C3 C1 H1A 109.2 2_655 . ?
C3 C1 H1A 109.2 . . ?
C3 C1 H1B 109.2 2_655 . ?
C3 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C3 C2 C3 111.1(16) . 7_666 ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 7_666 . ?
C3 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 7_666 . ?
H2A C2 H2B 108.0 . . ?
C4 C3 C1 107.9(15) . . ?
C4 C3 C2 111.3(15) . . ?
C1 C3 C2 107.5(13) . . ?
C4 C3 C2 112.1(14) . 8_656 ?
C1 C3 C2 109.9(13) . 8_656 ?
C2 C3 C2 108.1(13) . 8_656 ?
C5 C4 C9 115.7(17) . . ?
C5 C4 C3 125.0(17) . . ?
C9 C4 C3 119.3(17) . . ?
C4 C5 C6 122.7(17) . . ?
C4 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
C5 C6 C7 122.0(17) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C8 C7 C6 113.2(17) . . ?
C8 C7 B1 128(2) . . ?
C6 C7 B1 119.0(18) . . ?
C7 C8 C9 126.0(19) . . ?
C7 C8 H8 117.0 . . ?
C9 C8 H8 117.0 . . ?
C8 C9 C4 120.4(18) . . ?
C8 C9 H9 119.8 . . ?
C4 C9 H9 119.8 . . ?
S1 C10 H10A 109.5 . . ?
S1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
S1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
S1 C11 H11A 109.5 . . ?
S1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
S1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1 B1 O2 117(2) . . ?
O1 B1 C7 121(2) . . ?
O2 B1 C7 121(2) . . ?
B1 O1 H1 109.5 . . ?
B1 O2 H2 109.5 . . ?
O3 S1 C11 106.9(10) . . ?
O3 S1 C10 106.2(10) . . ?
C11 S1 C10 96.5(11) . . ?

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
S3 O4 S3 S3 103.3(16) 4_565 . . 3_655 ?
S3 O4 S3 S3 51.7(8) 2_665 . . 3_655 ?
S3 O4 S3 S3 -51.7(8) 2_665 . . 4_565 ?
S3 O4 S3 S3 -103.3(17) 3_655 . . 4_565 ?
S3 O4 S3 C12? 24(16) 4_565 . . . ?
S3 O4 S3 C12? -28(16) 2_665 . . . ?
S3 O4 S3 C12? -79(16) 3_655 . . . ?
S3 O4 S3 C12? 89(4) 4_565 . . 3_655 ?
S3 O4 S3 C12? 38(5) 2_665 . . 3_655 ?
S3 O4 S3 C12? -14(5) 3_655 . . 3_655 ?
S3 O4 S3 S3 51.7(8) 4_565 . . 2_665 ?
S3 O4 S3 S3 -51.7(8) 3_655 . . 2_665 ?
S3 O4 S3 C12? 25(8) 4_565 . . 4_565 ?
S3 O4 S3 C12? -26(7) 2_665 . . 4_565 ?
S3 O4 S3 C12? -78(7) 3_655 . . 4_565 ?
S3 O4 S3 C12? 62(9) 4_565 . . 2_665 ?
S3 O4 S3 C12? 11(9) 2_665 . . 2_665 ?
S3 O4 S3 C12? -41(9) 3_655 . . 2_665 ?
S3 S3 C12? C12? -63(24) 3_655 . . 4_565 ?
S3 S3 C12? C12? 24(20) 4_565 . . 4_565 ?
O4 S3 C12? C12? 2(32) . . . 4_565 ?
C12? S3 C12? C12? -88(3) 3_655 . . 4_565 ?
S3 S3 C12? C12? -20(21) 2_665 . . 4_565 ?
C12? S3 C12? C12? -43(3) 2_665 . . 4_565 ?
S3 S3 C12? C12? 25(21) 3_655 . . 3_655 ?
S3 S3 C12? C12? 112(17) 4_565 . . 3_655 ?
O4 S3 C12? C12? 90(29) . . . 3_655 ?
S3 S3 C12? C12? 69(18) 2_665 . . 3_655 ?
C12? S3 C12? C12? 88(3) 4_565 . . 3_655 ?
C12? S3 C12? C12? 45.2(11) 2_665 . . 3_655 ?
S3 S3 C12? S3 -87(4) 3_655 . . 4_565 ?
O4 S3 C12? S3 -22(13) . . . 4_565 ?
C12? S3 C12? S3 -112(17) 3_655 . . 4_565 ?
S3 S3 C12? S3 -43.5(15) 2_665 . . 4_565 ?
C12? S3 C12? S3 -24(20) 4_565 . . 4_565 ?
C12? S3 C12? S3 -67(17) 2_665 . . 4_565 ?
S3 S3 C12? C12? -20(21) 3_655 . . 2_665 ?
S3 S3 C12? C12? 67(17) 4_565 . . 2_665 ?
O4 S3 C12? C12? 45(29) . . . 2_665 ?
C12? S3 C12? C12? -45.2(11) 3_655 . . 2_665 ?
S3 S3 C12? C12? 23(18) 2_665 . . 2_665 ?
C12? S3 C12? C12? 43(3) 4_565 . . 2_665 ?
S3 S3 C12? S3 87(4) 4_565 . . 3_655 ?
O4 S3 C12? S3 65(9) . . . 3_655 ?
C12? S3 C12? S3 -25(21) 3_655 . . 3_655 ?
S3 S3 C12? S3 44(3) 2_665 . . 3_655 ?
C12? S3 C12? S3 63(24) 4_565 . . 3_655 ?
C12? S3 C12? S3 20(21) 2_665 . . 3_655 ?
S3 S3 C12? S3 -44(3) 3_655 . . 2_665 ?
S3 S3 C12? S3 43.5(15) 4_565 . . 2_665 ?
O4 S3 C12? S3 22(12) . . . 2_665 ?
C12? S3 C12? S3 -69(18) 3_655 . . 2_665 ?
C12? S3 C12? S3 20(21) 4_565 . . 2_665 ?
C12? S3 C12? S3 -23(18) 2_665 . . 2_665 ?
C3 C1 C3 C4 179.9(16) 2_655 . . . ?
C3 C1 C3 C2 59.7(11) 2_655 . . . ?
C3 C1 C3 C2 -57.6(11) 2_655 . . 8_656 ?
C3 C2 C3 C4 -179.2(16) 7_666 . . . ?
C3 C2 C3 C1 -61.3(18) 7_666 . . . ?
C3 C2 C3 C2 57.2(14) 7_666 . . 8_656 ?
C1 C3 C4 C5 -118.5(17) . . . . ?
C2 C3 C4 C5 -1(2) . . . . ?
C2 C3 C4 C5 120.4(18) 8_656 . . . ?
C1 C3 C4 C9 61.2(19) . . . . ?
C2 C3 C4 C9 178.9(15) . . . . ?
C2 C3 C4 C9 -60(2) 8_656 . . . ?
C9 C4 C5 C6 -3(2) . . . . ?
C3 C4 C5 C6 176.6(15) . . . . ?
C4 C5 C6 C7 3(3) . . . . ?
C5 C6 C7 C8 -1(2) . . . . ?
C5 C6 C7 B1 179.0(17) . . . . ?
C6 C7 C8 C9 1(3) . . . . ?
B1 C7 C8 C9 -179.5(19) . . . . ?
C7 C8 C9 C4 -2(3) . . . . ?
C5 C4 C9 C8 3(2) . . . . ?
C3 C4 C9 C8 -177.2(16) . . . . ?
C8 C7 B1 O1 171.1(19) . . . . ?
C6 C7 B1 O1 -9(3) . . . . ?
C8 C7 B1 O2 -6(3) . . . . ?
C6 C7 B1 O2 173.4(18) . . . . ?

#===============================================================================

# 10. HYDROGEN BOND GEOMETRY

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
C11 H11B O2 0.98 2.41 3.30(3) 150.5 1_556
O1 H1 O3 0.84 1.94 2.760(18) 164.1 1_554
O2 H2 O3 0.84 2.01 2.759(19) 148.5 4_564
O2 H2 S1 0.84 2.90 3.455(15) 125.2 4_564

_refine_diff_density_max         0.409
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.081

_shelxl_version_number           2013-4

#===============================================================================

# 11. SHELX RES FILE 


#===============================================================================

# 12. HKL FILE 


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH, DMSO'
####################################################################### 
# 
# 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_1-W
_database_code_depnum_ccdc_archive 'CCDC 2111030'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2021-09-21 deposited with the CCDC.	2021-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#===============================================================================

# 2. CHEMICAL DATA

_chemical_name_systematic        
;
 tetrakis(4-metoxyhydroxyborylphenyl)adamantane water disolvate
;

_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H48 B4 O10'
_chemical_formula_sum            'C38 H48 B4 O10'
_chemical_formula_weight         708.00

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


#===============================================================================

# 3. SYMMETRY AND SPACE GROUP

_space_group_crystal_system      tetragonal
_space_group_IT_number           81
_space_group_name_H-M_alt        'P -4'
_space_group_name_Hall           'P -4'

_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'
'y, -x, -z'
'-y, x, -z'

#===============================================================================

# 4. CRYSTAL DATA

_cell_length_a                   11.2591(7)
_cell_length_b                   11.2591(7)
_cell_length_c                   7.1282(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     903.62(13)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1433
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      69.5130
_cell_measurement_theta_min      3.8940

_exptl_crystal_description       shapeless
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.249
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.736
_shelx_estimated_absorpt_T_max   0.937
_shelx_estimated_absorpt_T_min   0.838
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.610
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.55a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

#===============================================================================

# 5. EXPERIMENTAL DATA

_diffrn_ambient_temperature      100(1)
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2687
_diffrn_detector_type            Atlas
_diffrn_ambient_environment      N~2~
_diffrn_reflns_number            3217
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.926
_diffrn_reflns_theta_max         70.136
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_point_group_measured_fraction_full 0.897
_reflns_number_total             1508
_reflns_number_gt                1284
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.650
_reflns_Friedel_fraction_max     0.754
_reflns_Friedel_fraction_full    0.792

_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#===============================================================================

# 6. REFINEMENT DATA

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1225P)²+0.1813P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 440 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.3(3)
_refine_ls_number_reflns         1508
_refine_ls_number_parameters     131
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_ref         0.1872
_refine_ls_wR_factor_gt          0.1759
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#===============================================================================

# 7. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
O1 O 0.5455(5) 0.8693(4) 0.1384(5) 0.0765(14) Uani 1 1 d . . . . .
O2 O 0.5485(5) 0.6733(4) 0.2483(5) 0.0726(13) Uani 1 1 d D . . . .
O3 O 0.5000 0.5000 0.0000 0.0606(19) Uani 1 4 d DS T P . .
O4 O 0.5000 0.5000 0.5000 0.065(2) Uani 1 4 d DS T P . .
C1 C 0.9479(4) 0.8509(4) 0.9978(6) 0.0351(9) Uani 1 1 d . . . . .
H1A H 0.9785 0.7879 0.9184 0.042 Uiso 1 1 calc R U . . .
H1B H 0.8848 0.8180 1.0745 0.042 Uiso 1 1 calc R U . . .
C3 C 0.8975(4) 0.9514(4) 0.8739(5) 0.0337(10) Uani 1 1 d . . . . .
C2 C 1.0000 1.0000 0.7525(7) 0.0339(12) Uani 1 2 d S T P . .
H2A H 1.0298 0.9370 0.6724 0.041 Uiso 0.5 1 calc R U P . .
H2B H 0.9702 1.0630 0.6724 0.041 Uiso 0.5 1 calc R U P . .
C4 C 0.8015(4) 0.9078(4) 0.7395(5) 0.0369(10) Uani 1 1 d . . . . .
C9 C 0.7757(4) 0.7892(4) 0.7129(6) 0.0403(10) Uani 1 1 d . . . . .
H9 H 0.8091 0.7330 0.7927 0.048 Uiso 1 1 calc R U . . .
C8 C 0.7003(4) 0.7516(4) 0.5680(7) 0.0433(11) Uani 1 1 d . . . . .
H8 H 0.6851 0.6709 0.5535 0.052 Uiso 1 1 calc R U . . .
C7 C 0.6479(4) 0.8319(5) 0.4457(6) 0.0435(11) Uani 1 1 d . . . . .
C6 C 0.6689(4) 0.9522(4) 0.4799(6) 0.0420(10) Uani 1 1 d . . . . .
H6 H 0.6315 1.0087 0.4051 0.050 Uiso 1 1 calc R U . . .
C5 C 0.7439(4) 0.9897(4) 0.6223(6) 0.0409(10) Uani 1 1 d . . . . .
H5 H 0.7563 1.0706 0.6404 0.049 Uiso 1 1 calc R U . . .
C10 C 0.4890(6) 0.8406(8) -0.0374(8) 0.077(2) Uani 1 1 d . . . . .
H10A H 0.5452 0.8492 -0.1376 0.116 Uiso 1 1 calc R U . . .
H10B H 0.4232 0.8933 -0.0578 0.116 Uiso 1 1 calc R U . . .
H10C H 0.4609 0.7601 -0.0337 0.116 Uiso 1 1 calc R U . . .
B1 B 0.5757(5) 0.7883(6) 0.2676(8) 0.0498(13) Uani 1 1 d . . . . .
H2X H 0.548(14) 0.617(8) 0.326(15) 0.075 Uiso 0.5 1 d D U P . .
H4 H 0.554(10) 0.458(12) 0.548(19) 0.075 Uiso 0.5 1 d D U P . .
H2Y H 0.503(10) 0.628(10) 0.188(18) 0.075 Uiso 0.5 1 d D U P . .
H3 H 0.562(7) 0.486(14) -0.065(17) 0.075 Uiso 0.5 1 d D U P . .


#===============================================================================

# 8. MOLECULAR GEOMETRY

_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
O1 B1 1.340(8) . ?
O1 C10 1.442(7) . ?
O2 B1 1.338(8) . ?
O2 H2X 0.840(14) . ?
O2 H2Y 0.840(14) . ?
O3 H3 0.850(14) . ?
O4 H4 0.843(14) . ?
C1 C3 1.543(6) . ?
C1 C3 1.548(6) 4_757 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C4 1.526(6) . ?
C3 C2 1.543(5) . ?
C3 C1 1.548(6) 3_577 ?
C2 C3 1.543(5) 2_775 ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C4 C9 1.379(7) . ?
C4 C5 1.404(6) . ?
C9 C8 1.403(6) . ?
C9 H9 0.9300 . ?
C8 C7 1.388(7) . ?
C8 H8 0.9300 . ?
C7 C6 1.396(7) . ?
C7 B1 1.586(7) . ?
C6 C5 1.387(6) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?

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
B1 O1 C10 123.8(6) . . ?
B1 O2 H2X 131(10) . . ?
B1 O2 H2Y 141(10) . . ?
H2X O2 H2Y 83(10) . . ?
C3 C1 C3 111.0(4) . 4_757 ?
C3 C1 H1A 109.4 . . ?
C3 C1 H1A 109.4 4_757 . ?
C3 C1 H1B 109.4 . . ?
C3 C1 H1B 109.4 4_757 . ?
H1A C1 H1B 108.0 . . ?
C4 C3 C2 107.0(3) . . ?
C4 C3 C1 112.5(3) . . ?
C2 C3 C1 107.8(3) . . ?
C4 C3 C1 111.5(3) . 3_577 ?
C2 C3 C1 109.0(3) . 3_577 ?
C1 C3 C1 108.9(3) . 3_577 ?
C3 C2 C3 111.7(4) 2_775 . ?
C3 C2 H2A 109.3 2_775 . ?
C3 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 2_775 . ?
C3 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
C9 C4 C5 117.2(4) . . ?
C9 C4 C3 123.2(4) . . ?
C5 C4 C3 119.3(4) . . ?
C4 C9 C8 121.4(4) . . ?
C4 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C7 C8 C9 121.5(4) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C8 C7 C6 116.8(4) . . ?
C8 C7 B1 121.3(4) . . ?
C6 C7 B1 121.8(4) . . ?
C5 C6 C7 121.8(4) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C6 C5 C4 121.1(4) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
O1 C10 H10A 109.5 . . ?
O1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 B1 O1 122.0(5) . . ?
O2 B1 C7 120.0(5) . . ?
O1 B1 C7 118.0(5) . . ?

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
C3 C1 C3 C4 177.6(3) 4_757 . . . ?
C3 C1 C3 C2 59.9(4) 4_757 . . . ?
C3 C1 C3 C1 -58.2(3) 4_757 . . 3_577 ?
C4 C3 C2 C3 179.3(3) . . . 2_775 ?
C1 C3 C2 C3 -59.5(2) . . . 2_775 ?
C1 C3 C2 C3 58.6(2) 3_577 . . 2_775 ?
C2 C3 C4 C9 109.2(4) . . . . ?
C1 C3 C4 C9 -9.0(5) . . . . ?
C1 C3 C4 C9 -131.7(4) 3_577 . . . ?
C2 C3 C4 C5 -64.1(4) . . . . ?
C1 C3 C4 C5 177.7(4) . . . . ?
C1 C3 C4 C5 55.0(5) 3_577 . . . ?
C5 C4 C9 C8 3.5(6) . . . . ?
C3 C4 C9 C8 -170.0(4) . . . . ?
C4 C9 C8 C7 -0.3(7) . . . . ?
C9 C8 C7 C6 -3.2(7) . . . . ?
C9 C8 C7 B1 172.4(4) . . . . ?
C8 C7 C6 C5 3.6(7) . . . . ?
B1 C7 C6 C5 -172.0(4) . . . . ?
C7 C6 C5 C4 -0.5(7) . . . . ?
C9 C4 C5 C6 -3.1(6) . . . . ?
C3 C4 C5 C6 170.6(4) . . . . ?
C10 O1 B1 O2 -4.4(9) . . . . ?
C10 O1 B1 C7 174.5(5) . . . . ?
C8 C7 B1 O2 10.4(7) . . . . ?
C6 C7 B1 O2 -174.2(5) . . . . ?
C8 C7 B1 O1 -168.5(5) . . . . ?
C6 C7 B1 O1 6.9(7) . . . . ?

_refine_diff_density_max         0.248
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.067

_shelxl_version_number           2013-4

#===============================================================================

# 9. SHELX RES FILE 



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeOH'
####################################################################### 
# 
# 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_1-Diox-W
_database_code_depnum_ccdc_archive 'CCDC 2111026'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2021-09-21 deposited with the CCDC.	2021-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#===============================================================================

# 2. CHEMICAL DATA

_chemical_name_systematic        
;
 tetrakis(4-dihydroxyborylphenyl)adamantane dioxane disolvate water monosolvate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H36 B4 O8, 2(C4 H8 O2), H2 O'
_chemical_formula_sum            'C42 H54 B4 O13'
_chemical_formula_weight         810.09


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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 3. CHECKCIF VALIDATION RESPONSE

# start Validation Reply Form
_vrf_THETM01_1-Diox-W            
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystals were quite small.
The collected data is of moderate quality. 
The diffraction was not observed above 
sine(theta_max)/wavelength > 0.55
and therefore it was not measured.
;
_vrf_PLAT088_1-Diox-W            
;
PROBLEM: Poor Data / Parameter Ratio ....................       4.51 Note  
RESPONSE: The quality of collected data is poor. The crystal 
diffracted weakly even at low theta angles due to its small size.
;
_vrf_PLAT417_1-Diox-W            
;
PROBLEM: Short Inter D-H..H-D       H2       ..H2       .       1.67 Ang.  
RESPONSE: Due to the close proximity of 4(1) axis, it is not possible to 
avoid such ambiguity. Furthermore, the H2 proton can be also arranged 
in hydrogen-bond interaction with O5 water molecule. 
Thus H2 atom is disordered.
;
# end Validation Reply Form

#===============================================================================

# 4. SYMMETRY AND SPACE GROUP

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

_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, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

#===============================================================================

# 5. CRYSTAL DATA

_cell_length_a                   17.4201(7)
_cell_length_b                   17.4201(7)
_cell_length_c                   26.248(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7965.2(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1559
_cell_measurement_theta_min      2.9670
_cell_measurement_theta_max      40.0560

_exptl_crystal_description       shapeless
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             3440
_exptl_absorpt_coefficient_mu    0.796
_exptl_crystal_size_max          0.151
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.077
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 1 -5 0.0283
-3 -2 5 0.0566
2 3 5 0.0280
0 -1 -5 0.0459
-2 -3 -5 0.0700
-4 -1 5 0.0411
5 0 4 0.0263
-4 1 -5 0.0347
1 -5 -3 0.0721
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
1.9978 1.0035 -4.9964 0.0067 -0.0483 0.3506
-2.9959 -2.0069 4.9953 0.0181 0.1593 -0.4028
1.9945 3.0102 5.0007 -0.1057 -0.3956 -0.1420
0.0017 -1.0034 -4.9986 0.0562 0.1737 0.2463
-1.9945 -3.0102 -5.0007 0.1057 0.3956 0.1420
-3.9973 -1.0081 4.9927 -0.1043 0.1783 -0.4201
4.9988 0.0134 4.0085 0.2580 -0.4272 -0.0375
-4.0008 0.9896 -5.0073 -0.2863 0.3418 0.1424
1.0082 -5.0046 -2.9941 0.4063 0.2414 0.1057
_exptl_absorpt_correction_T_min  0.884
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.795
_oxdiff_exptl_absorpt_empirical_full_max 1.571
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

#===============================================================================

# 6. EXPERIMENTAL DATA 

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            4974
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.045
_diffrn_reflns_theta_max         40.349
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.337
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.337
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.337
_reflns_number_total             1222
_reflns_number_gt                982
_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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#===============================================================================

# 7. REFINEMENT DATA

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1222
_refine_ls_number_parameters     271
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1270
_refine_ls_R_factor_gt           0.1118
_refine_ls_wR_factor_ref         0.3637
_refine_ls_wR_factor_gt          0.3483
_refine_ls_goodness_of_fit_ref   1.670
_refine_ls_restrained_S_all      1.666
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.004


#===============================================================================

# 8. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
O6 O 0.2479(7) 0.0218(8) 0.0282(6) 0.157(5) Uani 1 1 d . . . . .
O7 O 0.3064(7) -0.0844(8) -0.0366(5) 0.165(5) Uani 1 1 d . . . . .
C20 C 0.2766(10) -0.0154(9) -0.0566(6) 0.119(5) Uani 1 1 d . . . . .
H20A H 0.2550 -0.0245 -0.0909 0.142 Uiso 1 1 calc R U . . .
H20B H 0.3181 0.0233 -0.0596 0.142 Uiso 1 1 calc R U . . .
C21 C 0.2182(9) 0.0122(9) -0.0232(7) 0.132(6) Uani 1 1 d . . . . .
H21A H 0.1749 -0.0247 -0.0228 0.159 Uiso 1 1 calc R U . . .
H21B H 0.1986 0.0620 -0.0359 0.159 Uiso 1 1 calc R U . . .
C19 C 0.2742(13) -0.0511(10) 0.0484(7) 0.177(9) Uani 1 1 d . . . . .
H19A H 0.2319 -0.0890 0.0488 0.212 Uiso 1 1 calc R U . . .
H19B H 0.2937 -0.0447 0.0836 0.212 Uiso 1 1 calc R U . . .
C22 C 0.3364(9) -0.0766(9) 0.0141(6) 0.128(6) Uani 1 1 d . . . . .
H22A H 0.3787 -0.0386 0.0143 0.154 Uiso 1 1 calc R U . . .
H22B H 0.3571 -0.1265 0.0259 0.154 Uiso 1 1 calc R U . . .
O5 O 0.5000 0.2500 0.0022(4) 0.084(3) Uani 1 2 d DS T P . .
H5 H 0.535(5) 0.250(9) 0.024(3) 0.126 Uiso 1 1 d D U . . .
O3 O 0.8719(5) 0.2725(5) 0.4405(3) 0.092(3) Uani 1 1 d . . . . .
H3A H 0.8763 0.3034 0.4161 0.139 Uiso 1 1 calc R U . . .
C2 C 0.4221(6) 0.1849(6) 0.2430(4) 0.059(3) Uani 1 1 d . . . . .
H2A H 0.3760 0.1885 0.2211 0.071 Uiso 1 1 calc R U . . .
H2B H 0.4169 0.1384 0.2644 0.071 Uiso 1 1 calc R U . . .
C3 C 0.5737(6) 0.2447(6) 0.2772(4) 0.050(3) Uani 1 1 d . . . . .
C5 C 0.5000 0.2500 0.1767(5) 0.055(4) Uani 1 2 d S T P . .
H5A H 0.4542 0.2538 0.1546 0.066 Uiso 0.5 1 calc R U P . .
H5B H 0.5458 0.2462 0.1546 0.066 Uiso 0.5 1 calc R U P . .
O4 O 0.8388(4) 0.1502(6) 0.4552(3) 0.098(3) Uani 1 1 d . . . . .
H4 H 0.7974 0.1287 0.4632 0.146 Uiso 1 1 calc R U . . .
C1 C 0.4940(6) 0.1775(6) 0.2094(4) 0.053(3) Uani 1 1 d . . . . .
C6 C 0.5000 0.2500 0.3089(6) 0.064(5) Uani 1 2 d S T P . .
H6A H 0.5033 0.2958 0.3312 0.077 Uiso 0.5 1 calc R U P . .
H6B H 0.4967 0.2042 0.3312 0.077 Uiso 0.5 1 calc R U P . .
C13 C 0.6415(7) 0.2359(9) 0.3133(4) 0.053(3) Uani 1 1 d . . . . .
C4 C 0.5655(6) 0.1729(5) 0.2434(4) 0.058(3) Uani 1 1 d . . . . .
H4A H 0.6117 0.1677 0.2217 0.069 Uiso 1 1 calc R U . . .
H4B H 0.5621 0.1267 0.2653 0.069 Uiso 1 1 calc R U . . .
C7 C 0.4896(6) 0.1055(6) 0.1767(6) 0.061(3) Uani 1 1 d . . . . .
C18 C 0.6445(7) 0.1732(8) 0.3457(6) 0.062(4) Uani 1 1 d . . . . .
H18 H 0.6061 0.1347 0.3436 0.075 Uiso 1 1 calc R U . . .
C14 C 0.7006(9) 0.2906(7) 0.3171(5) 0.062(3) Uani 1 1 d . . . . .
H14 H 0.7014 0.3335 0.2947 0.074 Uiso 1 1 calc R U . . .
C17 C 0.7026(11) 0.1661(7) 0.3808(6) 0.076(4) Uani 1 1 d . . . . .
H17 H 0.7034 0.1219 0.4020 0.091 Uiso 1 1 calc R U . . .
C12 C 0.4830(7) 0.0335(8) 0.1962(5) 0.092(4) Uani 1 1 d . U . . .
H12 H 0.4759 0.0284 0.2319 0.111 Uiso 1 1 calc R U . . .
C15 C 0.7577(8) 0.2821(8) 0.3533(6) 0.069(4) Uani 1 1 d . . . . .
H15 H 0.7967 0.3201 0.3553 0.083 Uiso 1 1 calc R U . . .
C16 C 0.7605(7) 0.2208(9) 0.3869(5) 0.062(3) Uani 1 1 d . . . . .
C9 C 0.5041(8) 0.0400(10) 0.0958(5) 0.104(5) Uani 1 1 d . . . . .
H9 H 0.5130 0.0429 0.0601 0.125 Uiso 1 1 calc R U . . .
B1 B 0.5139(13) -0.1001(14) 0.0758(12) 0.168(3) Uani 1 1 d . U . . .
B2 B 0.8235(11) 0.2158(10) 0.4273(7) 0.076(5) Uani 1 1 d . . . . .
C11 C 0.4861(9) -0.0324(7) 0.1675(6) 0.110(4) Uani 1 1 d . U . . .
H11 H 0.4810 -0.0810 0.1835 0.132 Uiso 1 1 calc R U . . .
O1 O 0.5535(9) -0.0899(8) 0.0339(5) 0.214(5) Uani 1 1 d . U . . .
H1 H 0.5574 -0.1318 0.0183 0.321 Uiso 1 1 calc R U . . .
C10 C 0.4963(8) -0.0283(9) 0.1162(7) 0.112(4) Uani 1 1 d . U . . .
C8 C 0.5000(7) 0.1077(9) 0.1228(6) 0.095(4) Uani 1 1 d . . . . .
H8 H 0.5041 0.1556 0.1056 0.114 Uiso 1 1 calc R U . . .
O2 O 0.4893(15) -0.1686(8) 0.0916(8) 0.347(9) Uani 1 1 d . U . . .
H2 H 0.5004 -0.2020 0.0697 0.520 Uiso 1 1 calc R U . . .


#===============================================================================

# 9. MOLECULAR GEOMETRY

_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
O6 C19 1.45(2) . ?
O6 C21 1.456(16) . ?
O7 C20 1.412(15) . ?
O7 C22 1.434(14) . ?
C20 C21 1.426(19) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C19 C22 1.48(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
O5 H5 0.842(11) . ?
O3 B2 1.343(19) . ?
O3 H3A 0.8400 . ?
C2 C3 1.521(13) 6_554 ?
C2 C1 1.538(13) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C2 1.521(13) 6_554 ?
C3 C13 1.523(14) . ?
C3 C6 1.533(11) . ?
C3 C4 1.540(12) . ?
C5 C1 1.529(11) . ?
C5 C1 1.530(11) 6_554 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
O4 B2 1.383(16) . ?
O4 H4 0.8400 . ?
C1 C7 1.522(14) . ?
C1 C4 1.534(13) . ?
C6 C3 1.533(11) 6_554 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C13 C18 1.385(14) . ?
C13 C14 1.406(14) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C7 C12 1.359(15) . ?
C7 C8 1.427(15) . ?
C18 C17 1.374(15) . ?
C18 H18 0.9500 . ?
C14 C15 1.385(14) . ?
C14 H14 0.9500 . ?
C17 C16 1.397(16) . ?
C17 H17 0.9500 . ?
C12 C11 1.373(16) . ?
C12 H12 0.9500 . ?
C15 C16 1.386(15) . ?
C15 H15 0.9500 . ?
C16 B2 1.53(2) . ?
C9 C10 1.312(19) . ?
C9 C8 1.379(16) . ?
C9 H9 0.9500 . ?
B1 O2 1.33(3) . ?
B1 O1 1.31(3) . ?
B1 C10 1.67(3) . ?
C11 C10 1.360(18) . ?
C11 H11 0.9500 . ?
O1 H1 0.8400 . ?
C8 H8 0.9500 . ?
O2 H2 0.8400 . ?

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
C19 O6 C21 110.5(12) . . ?
C20 O7 C22 113.4(13) . . ?
O7 C20 C21 108.7(13) . . ?
O7 C20 H20A 109.9 . . ?
C21 C20 H20A 109.9 . . ?
O7 C20 H20B 109.9 . . ?
C21 C20 H20B 109.9 . . ?
H20A C20 H20B 108.3 . . ?
C20 C21 O6 110.7(12) . . ?
C20 C21 H21A 109.5 . . ?
O6 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
O6 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
O6 C19 C22 105.8(13) . . ?
O6 C19 H19A 110.6 . . ?
C22 C19 H19A 110.6 . . ?
O6 C19 H19B 110.6 . . ?
C22 C19 H19B 110.6 . . ?
H19A C19 H19B 108.7 . . ?
O7 C22 C19 109.1(14) . . ?
O7 C22 H22A 109.9 . . ?
C19 C22 H22A 109.9 . . ?
O7 C22 H22B 109.9 . . ?
C19 C22 H22B 109.9 . . ?
H22A C22 H22B 108.3 . . ?
B2 O3 H3A 109.5 . . ?
C3 C2 C1 111.5(8) 6_554 . ?
C3 C2 H2A 109.3 6_554 . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 6_554 . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C13 114.2(9) 6_554 . ?
C2 C3 C6 108.2(8) 6_554 . ?
C13 C3 C6 108.5(8) . . ?
C2 C3 C4 108.7(8) 6_554 . ?
C13 C3 C4 110.4(8) . . ?
C6 C3 C4 106.6(7) . . ?
C1 C5 C1 111.9(11) . 6_554 ?
C1 C5 H5A 109.2 . . ?
C1 C5 H5A 109.2 6_554 . ?
C1 C5 H5B 109.2 . . ?
C1 C5 H5B 109.2 6_554 . ?
H5A C5 H5B 107.9 . . ?
B2 O4 H4 109.5 . . ?
C7 C1 C5 111.6(8) . . ?
C7 C1 C4 109.0(8) . . ?
C5 C1 C4 108.3(7) . . ?
C7 C1 C2 110.6(8) . . ?
C5 C1 C2 107.9(7) . . ?
C4 C1 C2 109.4(8) . . ?
C3 C6 C3 114.1(13) . 6_554 ?
C3 C6 H6A 108.7 . . ?
C3 C6 H6A 108.7 6_554 . ?
C3 C6 H6B 108.7 . . ?
C3 C6 H6B 108.7 6_554 . ?
H6A C6 H6B 107.6 . . ?
C18 C13 C14 117.6(10) . . ?
C18 C13 C3 119.4(13) . . ?
C14 C13 C3 122.9(14) . . ?
C1 C4 C3 111.5(8) . . ?
C1 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
C1 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C12 C7 C8 114.1(11) . . ?
C12 C7 C1 123.6(12) . . ?
C8 C7 C1 122.0(11) . . ?
C17 C18 C13 120.7(11) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
C15 C14 C13 120.1(10) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 120.0 . . ?
C18 C17 C16 123.2(11) . . ?
C18 C17 H17 118.4 . . ?
C16 C17 H17 118.4 . . ?
C7 C12 C11 124.1(13) . . ?
C7 C12 H12 117.9 . . ?
C11 C12 H12 117.9 . . ?
C14 C15 C16 123.0(11) . . ?
C14 C15 H15 118.5 . . ?
C16 C15 H15 118.5 . . ?
C15 C16 C17 115.3(11) . . ?
C15 C16 B2 120.7(15) . . ?
C17 C16 B2 124.0(17) . . ?
C10 C9 C8 124.1(14) . . ?
C10 C9 H9 117.9 . . ?
C8 C9 H9 117.9 . . ?
O2 B1 O1 123(2) . . ?
O2 B1 C10 114(3) . . ?
O1 B1 C10 122(2) . . ?
O3 B2 O4 110.5(15) . . ?
O3 B2 C16 125.9(13) . . ?
O4 B2 C16 123.6(16) . . ?
C10 C11 C12 120.3(13) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
B1 O1 H1 109.5 . . ?
C9 C10 C11 117.7(14) . . ?
C9 C10 B1 113.7(19) . . ?
C11 C10 B1 127.9(18) . . ?
C9 C8 C7 119.6(12) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
B1 O2 H2 109.5 . . ?

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
C22 O7 C20 C21 -57.4(18) . . . . ?
O7 C20 C21 O6 56.3(18) . . . . ?
C19 O6 C21 C20 -61.3(17) . . . . ?
C21 O6 C19 C22 61.1(17) . . . . ?
C20 O7 C22 C19 60.3(18) . . . . ?
O6 C19 C22 O7 -59.6(19) . . . . ?
C1 C5 C1 C7 -178.9(9) 6_554 . . . ?
C1 C5 C1 C4 -58.9(6) 6_554 . . . ?
C1 C5 C1 C2 59.3(6) 6_554 . . . ?
C3 C2 C1 C7 178.4(8) 6_554 . . . ?
C3 C2 C1 C5 -59.3(10) 6_554 . . . ?
C3 C2 C1 C4 58.3(10) 6_554 . . . ?
C2 C3 C6 C3 58.3(6) 6_554 . . 6_554 ?
C13 C3 C6 C3 -177.3(9) . . . 6_554 ?
C4 C3 C6 C3 -58.4(6) . . . 6_554 ?
C2 C3 C13 C18 -178.9(8) 6_554 . . . ?
C6 C3 C13 C18 60.3(11) . . . . ?
C4 C3 C13 C18 -56.1(11) . . . . ?
C2 C3 C13 C14 3.7(13) 6_554 . . . ?
C6 C3 C13 C14 -117.0(9) . . . . ?
C4 C3 C13 C14 126.5(10) . . . . ?
C7 C1 C4 C3 179.5(8) . . . . ?
C5 C1 C4 C3 57.9(10) . . . . ?
C2 C1 C4 C3 -59.5(10) . . . . ?
C2 C3 C4 C1 -58.3(10) 6_554 . . . ?
C13 C3 C4 C1 175.7(9) . . . . ?
C6 C3 C4 C1 58.1(11) . . . . ?
C5 C1 C7 C12 -179.2(9) . . . . ?
C4 C1 C7 C12 61.2(13) . . . . ?
C2 C1 C7 C12 -59.0(13) . . . . ?
C5 C1 C7 C8 7.4(13) . . . . ?
C4 C1 C7 C8 -112.1(11) . . . . ?
C2 C1 C7 C8 127.6(10) . . . . ?
C14 C13 C18 C17 1.4(14) . . . . ?
C3 C13 C18 C17 -176.1(9) . . . . ?
C18 C13 C14 C15 -2.2(14) . . . . ?
C3 C13 C14 C15 175.2(9) . . . . ?
C13 C18 C17 C16 1.1(15) . . . . ?
C8 C7 C12 C11 0.1(17) . . . . ?
C1 C7 C12 C11 -173.7(11) . . . . ?
C13 C14 C15 C16 0.6(15) . . . . ?
C14 C15 C16 C17 1.8(15) . . . . ?
C14 C15 C16 B2 -178.0(10) . . . . ?
C18 C17 C16 C15 -2.7(15) . . . . ?
C18 C17 C16 B2 177.2(10) . . . . ?
C15 C16 B2 O3 12.2(18) . . . . ?
C17 C16 B2 O3 -167.7(11) . . . . ?
C15 C16 B2 O4 -167.0(10) . . . . ?
C17 C16 B2 O4 13.1(18) . . . . ?
C7 C12 C11 C10 0(2) . . . . ?
C8 C9 C10 C11 -2(2) . . . . ?
C8 C9 C10 B1 -173.3(13) . . . . ?
C12 C11 C10 C9 1(2) . . . . ?
C12 C11 C10 B1 170.6(14) . . . . ?
O2 B1 C10 C9 -165.0(18) . . . . ?
O1 B1 C10 C9 20(2) . . . . ?
O2 B1 C10 C11 25(3) . . . . ?
O1 B1 C10 C11 -150(2) . . . . ?
C10 C9 C8 C7 2(2) . . . . ?
C12 C7 C8 C9 -1.3(16) . . . . ?
C1 C7 C8 C9 172.7(10) . . . . ?

#===============================================================================

# 10. HYDROGEN BOND GEOMETRY

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
C20 H20B O1 0.99 2.61 3.53(2) 155.1 9_655
O5 H5 O3 0.842(11) 1.91(5) 2.720(10) 162(14) 13_655
O4 H4 O6 0.84 2.07 2.775(14) 141.9 10_656
O1 H1 O5 0.84 2.35 3.090(15) 147.0 9_655
O1 H1 O4 0.84 2.47 2.980(16) 119.9 2_654
O2 H2 O5 0.84 2.06 2.85(2) 154.8 9_655

_refine_diff_density_max         0.477
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.071

#===============================================================================

# 11. SHELX RES FILE

_shelxl_version_number           2013-4



#===============================================================================

# 12. HKL FILE 


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH, H2O, Dioxane'
####################################################################### 
# 
# 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_1-DMSO-ACN
_database_code_depnum_ccdc_archive 'CCDC 2111029'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2021-09-21 deposited with the CCDC.	2021-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#===============================================================================

# 2. CHEMICAL DATA

_chemical_name_systematic        
;
 tetrakis(4-dihydroxyborylphenyl)adamantane acetonitrile monosolvate dimethyl sulfoxide tetrasolvate
;
_chemical_formula_moiety         'C42 H60 B4 O12 S4, 0.125(C8 H12 N4)'
_chemical_formula_sum            'C43 H61.50 B4 N0.50 O12 S4'
_chemical_formula_weight         948.90
_chemical_melting_point          ?

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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 3. SYMMETRY AND SPACE GROUP

_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_H-M_alt        'P 4/n'
_space_group_name_Hall           '-P 4a'

_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+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'

#===============================================================================

# 4. CRYSTAL DATA

_cell_length_a                   18.7776(3)
_cell_length_b                   18.7776(3)
_cell_length_c                   7.0172(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2474.25(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1847
_cell_measurement_theta_min      3.3210
_cell_measurement_theta_max      75.3980

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_F_000             1006
_exptl_absorpt_coefficient_mu    2.238
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_absorpt_correction_T_min  0.88161
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

#===============================================================================

# 5. EXPERIMENTAL DATA

_diffrn_ambient_temperature      95(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            8918
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.328
_diffrn_reflns_theta_max         76.715
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             2558
_reflns_number_gt                1798
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;


#===============================================================================

# 6. REFINEMENT DATA

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1603P)²+3.9456P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2558
_refine_ls_number_parameters     161
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.1126
_refine_ls_R_factor_gt           0.0825
_refine_ls_wR_factor_ref         0.2699
_refine_ls_wR_factor_gt          0.2422
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#===============================================================================

# 7. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C9 C 0.0984(2) 0.7473(2) 0.1091(5) 0.0177(7) Uani 1 1 d . . . . .
H9 H 0.1157 0.6998 0.1102 0.021 Uiso 1 1 calc R U . . .
C5 C 0.10005(19) 0.8667(2) 0.2300(5) 0.0178(8) Uani 1 1 d . . . . .
H5 H 0.1184 0.9017 0.3145 0.021 Uiso 1 1 calc R U . . .
O3 O -0.06925(17) 0.92474(18) -0.1531(5) 0.0348(8) Uani 1 1 d D . . . .
C4 C 0.12670(18) 0.79696(18) 0.2380(5) 0.0139(7) Uani 1 1 d . . . . .
C3 C 0.18683(17) 0.77483(17) 0.3712(5) 0.0124(7) Uani 1 1 d . . . . .
C2 C 0.16300(18) 0.71314(18) 0.5011(5) 0.0137(7) Uani 1 1 d . . . . .
H2A H 0.1456 0.6732 0.4215 0.016 Uiso 1 1 calc R U . . .
H2B H 0.1231 0.7293 0.5827 0.016 Uiso 1 1 calc R U . . .
C6 C 0.0472(2) 0.8855(2) 0.1005(5) 0.0215(8) Uani 1 1 d . . . . .
H6 H 0.0303 0.9332 0.0977 0.026 Uiso 1 1 calc R U . . .
C7 C 0.0182(2) 0.8353(2) -0.0264(5) 0.0212(8) Uani 1 1 d . . . . .
C8 C 0.04564(19) 0.7662(2) -0.0199(5) 0.0199(8) Uani 1 1 d . . . . .
H8 H 0.0278 0.7313 -0.1056 0.024 Uiso 1 1 calc R U . . .
O2 O -0.0709(2) 0.8136(2) -0.3045(6) 0.0483(10) Uani 1 1 d D . . . .
H2 H -0.0496 0.7742 -0.3026 0.072 Uiso 1 1 calc DR U . . .
C1 C 0.2500 0.7500 0.2483(7) 0.0131(9) Uani 1 2 d S T P . .
H1A H 0.2656 0.7897 0.1653 0.016 Uiso 0.5 1 calc R U P . .
H1B H 0.2344 0.7103 0.1653 0.016 Uiso 0.5 1 calc R U P . .
B1 B -0.0428(3) 0.8573(3) -0.1681(7) 0.0314(11) Uani 1 1 d . . . . .
H3 H -0.101(2) 0.937(3) -0.232(7) 0.047 Uiso 1 1 d D U . . .
S1 S -0.03782(7) 0.67486(7) -0.61590(17) 0.0338(4) Uani 0.912(4) 1 d D U P A 1
O1 O -0.03723(18) 0.67664(17) -0.3993(4) 0.0326(8) Uani 1 1 d D . . . .
C11 C -0.0013(3) 0.5914(3) -0.6829(9) 0.0518(15) Uani 1 1 d D . . . .
H11A H 0.0500 0.5912 -0.6568 0.078 Uiso 0.912(4) 1 calc R U P A 1
H11B H -0.0093 0.5835 -0.8193 0.078 Uiso 0.912(4) 1 calc R U P A 1
H11C H -0.0243 0.5534 -0.6097 0.078 Uiso 0.912(4) 1 calc R U P A 1
H11D H -0.0252 0.5836 -0.8054 0.078 Uiso 0.088(4) 1 calc R U P A 2
H11E H 0.0271 0.5493 -0.6503 0.078 Uiso 0.088(4) 1 calc R U P A 2
H11F H 0.0300 0.6330 -0.6925 0.078 Uiso 0.088(4) 1 calc R U P A 2
C10 C -0.1264(3) 0.6558(4) -0.6867(9) 0.0608(18) Uani 1 1 d D . . . .
H10A H -0.1437 0.6140 -0.6173 0.091 Uiso 0.912(4) 1 calc R U P A 1
H10B H -0.1275 0.6462 -0.8239 0.091 Uiso 0.912(4) 1 calc R U P A 1
H10C H -0.1569 0.6968 -0.6581 0.091 Uiso 0.912(4) 1 calc R U P A 1
H10D H -0.1428 0.7016 -0.6358 0.091 Uiso 0.088(4) 1 calc R U P A 2
H10E H -0.1676 0.6263 -0.7197 0.091 Uiso 0.088(4) 1 calc R U P A 2
H10F H -0.0975 0.6641 -0.8009 0.091 Uiso 0.088(4) 1 calc R U P A 2
N2 N -0.2500 0.7500 0.087(2) 0.047(4) Uani 0.5 4 d DS TU P . .
C12 C -0.2500 0.7500 -0.075(2) 0.084(10) Uani 0.5 4 d DS TU P . .
C13 C -0.2500 0.7500 -0.282(2) 0.045(5) Uani 0.5 4 d DS TU P . .
H13C H -0.2008 0.7487 -0.3288 0.068 Uiso 0.125 1 calc DR U P B -1
H13A H -0.2735 0.7933 -0.3288 0.068 Uiso 0.125 1 calc R U P B -1
H13B H -0.2757 0.7081 -0.3288 0.068 Uiso 0.125 1 calc R U P B -1
S1A S -0.0690(8) 0.6070(8) -0.495(2) 0.057(4) Uiso 0.088(4) 1 d D U P A 2


#===============================================================================

# 8. MOLECULAR GEOMETRY

_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
C9 C8 1.388(5) . ?
C9 C4 1.403(5) . ?
C9 H9 0.9500 . ?
C5 C6 1.391(5) . ?
C5 C4 1.404(5) . ?
C5 H5 0.9500 . ?
O3 B1 1.364(6) . ?
O3 H3 0.842(10) . ?
C4 C3 1.524(4) . ?
C3 C1 1.539(4) . ?
C3 C2 1.540(4) . ?
C3 C2 1.553(4) 7_566 ?
C2 C3 1.553(4) 8_666 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C6 C7 1.407(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.398(5) . ?
C7 B1 1.572(6) . ?
C8 H8 0.9500 . ?
O2 B1 1.367(6) . ?
O2 H2 0.8400 . ?
C1 C3 1.539(4) 2_565 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
S1 O1 1.520(3) . ?
S1 C10 1.772(6) . ?
S1 C11 1.774(6) . ?
O1 S1A 1.586(14) . ?
C11 S1A 1.857(15) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 H11D 0.9800 . ?
C11 H11E 0.9800 . ?
C11 H11F 0.9800 . ?
C10 S1A 1.952(15) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10 H10D 0.9800 . ?
C10 H10E 0.9800 . ?
C10 H10F 0.9800 . ?
N2 C12 1.135(8) . ?
C12 C13 1.457(9) . ?
C13 H13C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?

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
C8 C9 C4 121.4(3) . . ?
C8 C9 H9 119.3 . . ?
C4 C9 H9 119.3 . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
B1 O3 H3 117(4) . . ?
C9 C4 C5 117.3(3) . . ?
C9 C4 C3 119.7(3) . . ?
C5 C4 C3 122.9(3) . . ?
C4 C3 C1 108.1(3) . . ?
C4 C3 C2 110.7(3) . . ?
C1 C3 C2 109.1(2) . . ?
C4 C3 C2 112.6(3) . 7_566 ?
C1 C3 C2 107.8(2) . 7_566 ?
C2 C3 C2 108.4(2) . 7_566 ?
C3 C2 C3 111.3(3) . 8_666 ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 8_666 . ?
C3 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 8_666 . ?
H2A C2 H2B 108.0 . . ?
C5 C6 C7 121.3(4) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 117.3(3) . . ?
C8 C7 B1 122.3(4) . . ?
C6 C7 B1 120.4(4) . . ?
C9 C8 C7 121.5(3) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
B1 O2 H2 109.5 . . ?
C3 C1 C3 111.9(4) . 2_565 ?
C3 C1 H1A 109.2 . . ?
C3 C1 H1A 109.2 2_565 . ?
C3 C1 H1B 109.2 . . ?
C3 C1 H1B 109.2 2_565 . ?
H1A C1 H1B 107.9 . . ?
O3 B1 O2 118.1(4) . . ?
O3 B1 C7 117.4(4) . . ?
O2 B1 C7 124.5(4) . . ?
O1 S1 C10 106.9(3) . . ?
O1 S1 C11 106.4(3) . . ?
C10 S1 C11 96.3(3) . . ?
S1 C11 H11A 109.5 . . ?
S1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
S1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
S1A C11 H11D 109.5 . . ?
S1A C11 H11E 109.5 . . ?
H11D C11 H11E 109.5 . . ?
S1A C11 H11F 109.5 . . ?
H11D C11 H11F 109.5 . . ?
H11E C11 H11F 109.5 . . ?
S1 C10 H10A 109.5 . . ?
S1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
S1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
S1A C10 H10D 109.5 . . ?
S1A C10 H10E 109.5 . . ?
H10D C10 H10E 109.5 . . ?
S1A C10 H10F 109.5 . . ?
H10D C10 H10F 109.5 . . ?
H10E C10 H10F 109.5 . . ?
N2 C12 C13 180.000(12) . . ?
C12 C13 H13C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
H13C C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 S1A C11 99.9(8) . . ?
O1 S1A C10 96.4(7) . . ?
C11 S1A C10 87.8(6) . . ?

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
C8 C9 C4 C5 -0.6(5) . . . . ?
C8 C9 C4 C3 -177.3(3) . . . . ?
C6 C5 C4 C9 0.6(5) . . . . ?
C6 C5 C4 C3 177.2(3) . . . . ?
C9 C4 C3 C1 59.1(4) . . . . ?
C5 C4 C3 C1 -117.4(3) . . . . ?
C9 C4 C3 C2 -60.3(4) . . . . ?
C5 C4 C3 C2 123.2(3) . . . . ?
C9 C4 C3 C2 178.1(3) . . . 7_566 ?
C5 C4 C3 C2 1.6(5) . . . 7_566 ?
C4 C3 C2 C3 176.4(3) . . . 8_666 ?
C1 C3 C2 C3 57.6(3) . . . 8_666 ?
C2 C3 C2 C3 -59.6(3) 7_566 . . 8_666 ?
C4 C5 C6 C7 0.4(6) . . . . ?
C5 C6 C7 C8 -1.3(6) . . . . ?
C5 C6 C7 B1 178.5(4) . . . . ?
C4 C9 C8 C7 -0.3(6) . . . . ?
C6 C7 C8 C9 1.2(6) . . . . ?
B1 C7 C8 C9 -178.6(4) . . . . ?
C4 C3 C1 C3 -179.0(3) . . . 2_565 ?
C2 C3 C1 C3 -58.6(2) . . . 2_565 ?
C2 C3 C1 C3 59.0(2) 7_566 . . 2_565 ?
C8 C7 B1 O3 175.3(4) . . . . ?
C6 C7 B1 O3 -4.5(6) . . . . ?
C8 C7 B1 O2 -4.7(7) . . . . ?
C6 C7 B1 O2 175.5(5) . . . . ?
C10 S1 O1 S1A 53.6(6) . . . . ?
C11 S1 O1 S1A -48.5(6) . . . . ?
O1 S1 C11 S1A 45.4(6) . . . . ?
C10 S1 C11 S1A -64.3(6) . . . . ?
O1 S1 C10 S1A -48.1(5) . . . . ?
C11 S1 C10 S1A 61.2(5) . . . . ?
S1 O1 S1A C11 44.2(5) . . . . ?
S1 O1 S1A C10 -44.7(4) . . . . ?
S1 C11 S1A O1 -41.7(5) . . . . ?
S1 C11 S1A C10 54.5(4) . . . . ?

#===============================================================================

# 9. HYDROGEN BOND GEOMETRY

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
O2 H2 S1 0.84 2.89 3.456(4) 126.3 .
O2 H2 O1 0.84 1.97 2.730(5) 150.4 .
O3 H3 O1 0.842(10) 1.909(12) 2.750(4) 176(6) 3_565
O3 H3 S1A 0.842(10) 1.85(5) 2.503(15) 134(6) 3_565
C11 H11D O3 0.98 2.63 3.604(7) 173.0 4_454
C10 H10A O2 0.98 2.47 3.317(8) 144.2 4_455
C10 H10C N2 0.98 2.69 3.322(9) 122.3 1_554

_refine_diff_density_max         1.409
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.120

#===============================================================================

# 10. SHELX RES FILE 

_shelxl_version_number           2013-4


#===============================================================================

# 11. HKL FILE 


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH, DMSO, Acetonitrille'
####################################################################### 
# 
# 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_1-Urea
_database_code_depnum_ccdc_archive 'CCDC 2111027'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2021-09-21 deposited with the CCDC.	2021-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#===============================================================================

# 2. CHEMICAL DATA

_chemical_name_systematic        
;
 tetrakis(4-(hydroxymetoxy)borylphenyl)adamantane urea cocrystal
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H44 B4 O8, C H4 N2 O'
_chemical_formula_sum            'C19.50 H24 B2 N O4.50'
_chemical_formula_weight         366.02

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'

#===============================================================================

# 3. SYMMETRY AND SPACE GROUP

_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_H-M_alt        'P 4/n'
_space_group_name_Hall           '-P 4a'

_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+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'


#===============================================================================

# 4. CRYSTAL DATA

_cell_length_a                   16.1648(15)
_cell_length_b                   16.1648(15)
_cell_length_c                   7.1212(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1860.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    768
_cell_measurement_theta_min      3.8050
_cell_measurement_theta_max      71.5990

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_F_000             776
_exptl_absorpt_coefficient_mu    0.729
_exptl_crystal_size_max          0.331
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.046
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0755
1 0 0 0.0682
0 -3 -4 0.1202
0 3 4 0.1555
-5 4 0 0.1035
5 -4 0 0.0797
2 -1 -4 0.1187
-4 -5 0 0.0232
4 5 0 0.0232
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
-0.9957 0.0014 -0.0028 0.0197 0.0829 0.0422
0.9957 -0.0014 0.0028 -0.0197 -0.0829 -0.0422
-0.0007 -2.9226 -3.9998 0.0769 0.3979 -0.8138
0.0007 2.9226 3.9998 -0.0769 -0.3979 0.8138
-4.9766 3.9798 -0.0086 0.4392 0.2858 0.3099
4.9766 -3.9798 0.0086 -0.4392 -0.2858 -0.3099
1.9917 -0.9392 -3.9915 0.2080 0.1676 -0.8485
-3.9853 -4.9601 -0.0179 -0.3475 0.4927 0.0447
3.9853 4.9601 0.0179 0.3475 -0.4927 -0.0447
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.753
_oxdiff_exptl_absorpt_empirical_full_max 1.480
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

#===============================================================================

# 5. EXPERIMENTAL DATA

_diffrn_ambient_temperature      100.01(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            3415
_diffrn_reflns_av_unetI/netI     0.0799
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.867
_diffrn_reflns_theta_max         72.700
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             1784
_reflns_number_gt                1141
_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_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'


#===============================================================================

# 6. REFINEMENT DATA

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1632P)²+9.8869P] 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     SHELXL
_refine_ls_extinction_coef       0.006(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1784
_refine_ls_number_parameters     185
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1946
_refine_ls_R_factor_gt           0.1508
_refine_ls_wR_factor_ref         0.4235
_refine_ls_wR_factor_gt          0.3939
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.083
_refine_ls_shift/su_mean         0.008

#===============================================================================

# 7. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C9A C 0.4670(6) 0.7450(6) 0.2210(12) 0.023(2) Uani 0.581(8) 1 d . . P A 1
H9A H 0.4790 0.7891 0.3049 0.028 Uiso 0.581(8) 1 calc R U P A 1
C5A C 0.3824(7) 0.6323(7) 0.1174(14) 0.032(3) Uani 0.581(8) 1 d . . P A 1
H5A H 0.3347 0.5986 0.1328 0.039 Uiso 0.581(8) 1 calc R U P A 1
C8A C 0.5249(6) 0.7259(7) 0.0803(15) 0.030(2) Uani 0.581(8) 1 d . . P A 1
H8A H 0.5753 0.7561 0.0752 0.036 Uiso 0.581(8) 1 calc R U P A 1
C6A C 0.4380(7) 0.6141(7) -0.0200(16) 0.033(3) Uani 0.581(8) 1 d . . P A 1
H6A H 0.4294 0.5674 -0.0986 0.039 Uiso 0.581(8) 1 calc R U P A 1
O2A O 0.6509(6) 0.6737(6) -0.2179(16) 0.059(2) Uani 0.581(8) 1 d . . P A 1
C10A C 0.5883(12) 0.5732(11) -0.516(2) 0.058(4) Uani 0.581(8) 1 d . U P A 1
H10A H 0.5586 0.5316 -0.5894 0.087 Uiso 0.581(8) 1 calc R U P A 1
H10B H 0.6431 0.5519 -0.4820 0.087 Uiso 0.581(8) 1 calc R U P A 1
H10C H 0.5945 0.6238 -0.5900 0.087 Uiso 0.581(8) 1 calc R U P A 1
O1A O 0.5431(18) 0.5911(17) -0.349(3) 0.051(5) Uani 0.581(8) 1 d . . P A 1
C5B C 0.4265(15) 0.6325(11) 0.213(3) 0.059(6) Uani 0.419(8) 1 d . . P A 2
H5B H 0.4125 0.5891 0.2976 0.071 Uiso 0.419(8) 1 calc R U P A 2
C9B C 0.4295(14) 0.7725(13) 0.125(3) 0.060(6) Uani 0.419(8) 1 d . . P A 2
H9B H 0.4135 0.8281 0.1481 0.072 Uiso 0.419(8) 1 calc R U P A 2
C8B C 0.4853(13) 0.7536(14) -0.018(3) 0.060(6) Uani 0.419(8) 1 d . . P A 2
H8B H 0.5066 0.7962 -0.0963 0.072 Uiso 0.419(8) 1 calc R U P A 2
C6B C 0.4817(14) 0.6142(13) 0.061(3) 0.058(6) Uani 0.419(8) 1 d . . P A 2
H6B H 0.4966 0.5579 0.0419 0.069 Uiso 0.419(8) 1 calc R U P A 2
O2B O 0.6135(9) 0.7023(8) -0.333(2) 0.059(2) Uani 0.419(8) 1 d . . P A 2
H2Y H 0.6320 0.7407 -0.2659 0.089 Uiso 0.419(8) 1 calc R U P A 2
O1B O 0.553(3) 0.573(2) -0.294(4) 0.056(7) Uani 0.419(8) 1 d . . P A 2
C10B C 0.6019(17) 0.5462(16) -0.455(3) 0.058(4) Uani 0.419(8) 1 d . . P A 2
H10D H 0.5846 0.4907 -0.4939 0.087 Uiso 0.419(8) 1 calc R U P A 2
H10E H 0.6606 0.5454 -0.4212 0.087 Uiso 0.419(8) 1 calc R U P A 2
H10F H 0.5934 0.5849 -0.5597 0.087 Uiso 0.419(8) 1 calc R U P A 2
H2X H 0.652(11) 0.711(11) -0.09(2) 0.087 Uiso 0.581(8) 1 d . U P A 1
C4 C 0.3952(4) 0.7036(4) 0.2421(8) 0.0376(16) Uani 1 1 d . . . . .
C3 C 0.3250(4) 0.7265(4) 0.3749(8) 0.0321(15) Uani 1 1 d . . . . .
C1 C 0.3004(4) 0.6535(4) 0.5016(8) 0.0336(15) Uani 1 1 d . . . . .
H1A H 0.2866 0.6051 0.4226 0.040 Uiso 1 1 calc R U . . .
H1B H 0.3480 0.6382 0.5822 0.040 Uiso 1 1 calc R U . . .
C2 C 0.2500 0.7500 0.2516(10) 0.0327(19) Uani 1 2 d S T P . .
H2A H 0.2352 0.7027 0.1699 0.039 Uiso 0.5 1 calc R U P . .
H2B H 0.2648 0.7973 0.1699 0.039 Uiso 0.5 1 calc R U P . .
C7 C 0.5113(4) 0.6661(4) -0.0471(9) 0.0410(17) Uani 1 1 d . . . . .
B1 B 0.5673(6) 0.6456(6) -0.2184(13) 0.050(2) Uani 1 1 d . . . . .
O3 O 0.7500 0.7500 0.0384(14) 0.052(3) Uani 1 4 d S T P . .
N1 N 0.773(2) 0.684(2) 0.307(5) 0.187(14) Uani 0.5 1 d . U P . .
H1C H 0.7886 0.6380 0.2508 0.224 Uiso 0.5 1 calc R U P . .
H1D H 0.7720 0.6864 0.4307 0.224 Uiso 0.5 1 calc R U P . .
C11 C 0.7500 0.7500 0.205(3) 0.078(6) Uani 1 4 d S T P . .


_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.
;

#===============================================================================

# 8. MOLECULAR GEOMETRY

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
C9A C4 1.349(12) . ?
C9A C8A 1.406(14) . ?
C9A H9A 0.9500 . ?
C5A C6A 1.362(15) . ?
C5A C4 1.469(12) . ?
C5A H5A 0.9500 . ?
C8A C7 1.343(13) . ?
C8A H8A 0.9500 . ?
C6A C7 1.466(13) . ?
C6A H6A 0.9500 . ?
O2A B1 1.425(13) . ?
O2A H2X 1.12(18) . ?
C10A O1A 1.42(3) . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
O1A B1 1.34(3) . ?
C5B C4 1.271(19) . ?
C5B C6B 1.44(3) . ?
C5B H5B 0.9500 . ?
C9B C8B 1.40(3) . ?
C9B C4 1.50(2) . ?
C9B H9B 0.9500 . ?
C8B C7 1.49(2) . ?
C8B H8B 0.9500 . ?
C6B C7 1.24(2) . ?
C6B H6B 0.9500 . ?
O2B B1 1.436(16) . ?
O2B H2Y 0.8400 . ?
O1B B1 1.32(4) . ?
O1B C10B 1.46(4) . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
C4 C3 1.523(8) . ?
C3 C1 1.525(8) 8_666 ?
C3 C1 1.538(8) . ?
C3 C2 1.544(7) . ?
C1 C3 1.525(8) 7_566 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.544(7) 2_565 ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C7 B1 1.555(11) . ?
O3 C11 1.18(2) . ?
N1 C11 1.35(3) . ?
N1 N1 1.60(5) 4_565 ?
N1 N1 1.60(5) 3_655 ?
N1 H1C 0.8800 . ?
N1 H1D 0.8800 . ?
C11 N1 1.35(3) 3_655 ?
C11 N1 1.35(3) 2_665 ?
C11 N1 1.35(3) 4_565 ?

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
C4 C9A C8A 122.9(8) . . ?
C4 C9A H9A 118.5 . . ?
C8A C9A H9A 118.5 . . ?
C6A C5A C4 120.7(10) . . ?
C6A C5A H5A 119.6 . . ?
C4 C5A H5A 119.6 . . ?
C7 C8A C9A 122.0(9) . . ?
C7 C8A H8A 119.0 . . ?
C9A C8A H8A 119.0 . . ?
C5A C6A C7 120.3(9) . . ?
C5A C6A H6A 119.9 . . ?
C7 C6A H6A 119.9 . . ?
B1 O2A H2X 101(9) . . ?
O1A C10A H10A 109.5 . . ?
O1A C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
O1A C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
B1 O1A C10A 124(2) . . ?
C4 C5B C6B 123.7(15) . . ?
C4 C5B H5B 118.1 . . ?
C6B C5B H5B 118.1 . . ?
C8B C9B C4 118.9(17) . . ?
C8B C9B H9B 120.6 . . ?
C4 C9B H9B 120.6 . . ?
C9B C8B C7 119.5(18) . . ?
C9B C8B H8B 120.3 . . ?
C7 C8B H8B 120.3 . . ?
C7 C6B C5B 124.8(17) . . ?
C7 C6B H6B 117.6 . . ?
C5B C6B H6B 117.6 . . ?
B1 O2B H2Y 109.5 . . ?
B1 O1B C10B 119(3) . . ?
O1B C10B H10D 109.5 . . ?
O1B C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
O1B C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C9A C4 C5A 116.3(7) . . ?
C5B C4 C9B 115.8(12) . . ?
C5B C4 C3 128.0(9) . . ?
C9A C4 C3 126.2(6) . . ?
C5A C4 C3 117.4(7) . . ?
C9B C4 C3 116.1(9) . . ?
C4 C3 C1 112.2(5) . 8_666 ?
C4 C3 C1 111.7(5) . . ?
C1 C3 C1 108.8(4) 8_666 . ?
C4 C3 C2 107.0(4) . . ?
C1 C3 C2 108.3(5) 8_666 . ?
C1 C3 C2 108.7(5) . . ?
C3 C1 C3 111.4(6) 7_566 . ?
C3 C1 H1A 109.3 7_566 . ?
C3 C1 H1A 109.3 . . ?
C3 C1 H1B 109.3 7_566 . ?
C3 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
C3 C2 C3 110.7(6) . 2_565 ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 2_565 . ?
C3 C2 H2B 109.5 . . ?
C3 C2 H2B 109.5 2_565 . ?
H2A C2 H2B 108.1 . . ?
C8A C7 C6A 117.1(8) . . ?
C6B C7 C8B 116.7(12) . . ?
C6B C7 B1 124.7(11) . . ?
C8A C7 B1 126.0(7) . . ?
C6A C7 B1 116.8(7) . . ?
C8B C7 B1 118.4(9) . . ?
O1A B1 O2A 119.2(14) . . ?
O1B B1 O2B 115.3(16) . . ?
O1B B1 C7 114.3(17) . . ?
O1A B1 C7 121.0(14) . . ?
O2A B1 C7 118.8(8) . . ?
O2B B1 C7 127.8(8) . . ?
C11 N1 N1 53.5(8) . 4_565 ?
C11 N1 N1 53.5(8) . 3_655 ?
N1 N1 N1 89.998(5) 4_565 3_655 ?
C11 N1 H1C 119.9 . . ?
N1 N1 H1C 128.9 4_565 . ?
N1 N1 H1C 128.9 3_655 . ?
C11 N1 H1D 120.1 . . ?
N1 N1 H1D 88.1 4_565 . ?
N1 N1 H1D 88.1 3_655 . ?
H1C N1 H1D 120.0 . . ?
O3 C11 N1 122.8(17) . 3_655 ?
O3 C11 N1 122.8(17) . 2_665 ?
N1 C11 N1 72.9(16) 3_655 2_665 ?
O3 C11 N1 122.8(17) . 4_565 ?
N1 C11 N1 114(3) 3_655 4_565 ?
N1 C11 N1 72.9(16) 2_665 4_565 ?
O3 C11 N1 122.8(17) . . ?
N1 C11 N1 72.9(16) 3_655 . ?
N1 C11 N1 114(3) 2_665 . ?
N1 C11 N1 72.9(16) 4_565 . ?

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
C4 C9A C8A C7 2.1(16) . . . . ?
C4 C5A C6A C7 -0.8(17) . . . . ?
C4 C9B C8B C7 -2(3) . . . . ?
C4 C5B C6B C7 7(4) . . . . ?
C6B C5B C4 C9A -47(3) . . . . ?
C6B C5B C4 C5A 78(3) . . . . ?
C6B C5B C4 C9B -9(3) . . . . ?
C6B C5B C4 C3 167.9(18) . . . . ?
C8A C9A C4 C5B 41.5(15) . . . . ?
C8A C9A C4 C5A 4.2(13) . . . . ?
C8A C9A C4 C9B -82.6(14) . . . . ?
C8A C9A C4 C3 -172.4(8) . . . . ?
C6A C5A C4 C5B -70.4(16) . . . . ?
C6A C5A C4 C9A -4.6(14) . . . . ?
C6A C5A C4 C9B 39.1(16) . . . . ?
C6A C5A C4 C3 172.2(9) . . . . ?
C8B C9B C4 C5B 7(3) . . . . ?
C8B C9B C4 C9A 73(2) . . . . ?
C8B C9B C4 C5A -37(2) . . . . ?
C8B C9B C4 C3 -170.8(16) . . . . ?
C5B C4 C3 C1 130.9(17) . . . 8_666 ?
C9A C4 C3 C1 -4.4(10) . . . 8_666 ?
C5A C4 C3 C1 179.1(7) . . . 8_666 ?
C9B C4 C3 C1 -51.8(12) . . . 8_666 ?
C5B C4 C3 C1 8.4(18) . . . . ?
C9A C4 C3 C1 -126.9(8) . . . . ?
C5A C4 C3 C1 56.6(8) . . . . ?
C9B C4 C3 C1 -174.3(11) . . . . ?
C5B C4 C3 C2 -110.5(17) . . . . ?
C9A C4 C3 C2 114.3(8) . . . . ?
C5A C4 C3 C2 -62.2(8) . . . . ?
C9B C4 C3 C2 66.9(12) . . . . ?
C4 C3 C1 C3 -176.3(5) . . . 7_566 ?
C1 C3 C1 C3 59.3(5) 8_666 . . 7_566 ?
C2 C3 C1 C3 -58.5(6) . . . 7_566 ?
C4 C3 C2 C3 179.5(5) . . . 2_565 ?
C1 C3 C2 C3 -59.3(4) 8_666 . . 2_565 ?
C1 C3 C2 C3 58.7(4) . . . 2_565 ?
C5B C6B C7 C8A 39(3) . . . . ?
C5B C6B C7 C6A -86(2) . . . . ?
C5B C6B C7 C8B -2(3) . . . . ?
C5B C6B C7 B1 -177(2) . . . . ?
C9A C8A C7 C6B -42.3(15) . . . . ?
C9A C8A C7 C6A -7.6(14) . . . . ?
C9A C8A C7 C8B 79.2(14) . . . . ?
C9A C8A C7 B1 174.0(9) . . . . ?
C5A C6A C7 C6B 72.6(17) . . . . ?
C5A C6A C7 C8A 6.9(15) . . . . ?
C5A C6A C7 C8B -38.8(16) . . . . ?
C5A C6A C7 B1 -174.6(10) . . . . ?
C9B C8B C7 C6B -1(3) . . . . ?
C9B C8B C7 C8A -72(2) . . . . ?
C9B C8B C7 C6A 40(2) . . . . ?
C9B C8B C7 B1 174.6(16) . . . . ?
C10B O1B B1 O1A 67(6) . . . . ?
C10B O1B B1 O2A -35(3) . . . . ?
C10B O1B B1 O2B 17(3) . . . . ?
C10B O1B B1 C7 -179.7(18) . . . . ?
C10A O1A B1 O1B -106(8) . . . . ?
C10A O1A B1 O2A -16(2) . . . . ?
C10A O1A B1 O2B 29(2) . . . . ?
C10A O1A B1 C7 175.8(14) . . . . ?
C6B C7 B1 O1B 29(2) . . . . ?
C8A C7 B1 O1B 163.7(16) . . . . ?
C6A C7 B1 O1B -14.7(18) . . . . ?
C8B C7 B1 O1B -145.6(18) . . . . ?
C6B C7 B1 O1A 53(2) . . . . ?
C8A C7 B1 O1A -172.1(13) . . . . ?
C6A C7 B1 O1A 9.5(15) . . . . ?
C8B C7 B1 O1A -121.4(15) . . . . ?
C6B C7 B1 O2A -115.3(17) . . . . ?
C8A C7 B1 O2A 19.2(13) . . . . ?
C6A C7 B1 O2A -159.2(9) . . . . ?
C8B C7 B1 O2A 69.9(14) . . . . ?
C6B C7 B1 O2B -170.1(18) . . . . ?
C8A C7 B1 O2B -35.6(16) . . . . ?
C6A C7 B1 O2B 146.0(12) . . . . ?
C8B C7 B1 O2B 15.1(17) . . . . ?
N1 N1 C11 O3 -118.5(11) 4_565 . . . ?
N1 N1 C11 O3 118.5(11) 3_655 . . . ?
N1 N1 C11 N1 123(2) 4_565 . . 3_655 ?
N1 N1 C11 N1 61.5(11) 4_565 . . 2_665 ?
N1 N1 C11 N1 -61.5(11) 3_655 . . 2_665 ?
N1 N1 C11 N1 -123(2) 3_655 . . 4_565 ?

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
C10A H10A O1A 0.98 2.61 3.53(4) 156.9 5_664
C10A H10C N1 0.98 2.33 3.19(4) 146.5 4_564
C10B H10E O2B 0.98 2.55 3.46(3) 153.6 3_655
O2A H2X O3 1.12(18) 1.92(17) 2.724(13) 125(13) .
N1 H1D O2B 0.88 2.09 2.83(3) 140.7 3_656

_refine_diff_density_max         0.623
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.089

_shelxl_version_number           2013-4

#===============================================================================

# 9. SHELX RES FILE 


#===============================================================================

# 10. HKL FILE 


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeOH'
####################################################################### 
# 
# 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_1-DMF
_database_code_depnum_ccdc_archive 'CCDC 2111025'
loop_
_audit_author_name
_audit_author_address
'Krzysztof Durka'
;Warsaw University of Technology, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2021-09-21 deposited with the CCDC.	2021-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013

#===============================================================================

# 2. CHEMICAL DATA

_chemical_name_systematic        
;
 tetrakis(4-dihydroxyborylphenyl)adamantane dimethylformamide tetrasolvate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H34 B4 O8, 2(C3 H7.50 N O), 2(C3 H7 N O)'
_chemical_formula_sum            'C46 H63 B4 N4 O12'
_chemical_formula_weight         907.24

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'
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 3. CHECKCIF VALIDATION RESPONSE

# start Validation Reply Form
_vrf_PLAT097_1-DMF               
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.82 eA-3  
RESPONSE: The peak of positive residual density is located close 
the DMF oxygen atom and it is pointing towards O-H hydroxyl group. 
In addition, the hydroxyl group has no side hydrogen bond partner 
and thus it can be only involved in the interaction with DMF. 
Thus it can be supposed that proton may migrate from 
hydroxyl group to DMF. Although such deprotonation is rather unlike 
in solution, it may occur in solid state.
;
# end Validation Reply Form

#===============================================================================

# 4. SYMMETRY AND SPACE GROUP

_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'

#===============================================================================

# 5. CRYSTAL DATA

_cell_length_a                   30.202(13)
_cell_length_b                   7.1631(2)
_cell_length_c                   25.857(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.95(4)
_cell_angle_gamma                90
_cell_volume                     4941(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3766
_cell_measurement_theta_min      3.2960
_cell_measurement_theta_max      65.8880

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.703
_exptl_absorpt_correction_T_min  0.82984
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

#===============================================================================

# 6. EXPERIMENTAL DATA

_diffrn_ambient_temperature      100.00(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 5.2195
_diffrn_reflns_number            13019
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.313
_diffrn_reflns_theta_max         66.853
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             4347
_reflns_number_gt                3126
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'


#===============================================================================

# 7. REFINEMENT DATA

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1326P)²+12.0176P] 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         4347
_refine_ls_number_parameters     311
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0759
_refine_ls_wR_factor_ref         0.2391
_refine_ls_wR_factor_gt          0.2133
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#===============================================================================

# 8. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C1 C 0.04369(11) 0.4743(4) 0.79385(13) 0.0267(7) Uani 1 1 d . . . . .
C2 C 0.06202(11) 0.5990(4) 0.75923(14) 0.0269(7) Uani 1 1 d . . . . .
H2A H 0.0748 0.5195 0.7378 0.032 Uiso 1 1 calc R U . . .
H2B H 0.0900 0.6784 0.7868 0.032 Uiso 1 1 calc R U . . .
C3 C 0.01930(11) 0.7241(4) 0.71537(13) 0.0258(7) Uani 1 1 d . . . . .
C4 C 0.0000 0.8462(6) 0.7500 0.0250(9) Uani 1 2 d S T P . .
H4A H -0.0275 0.9274 0.7225 0.030 Uiso 0.5 1 calc R U P . .
H4B H 0.0275 0.9274 0.7775 0.030 Uiso 0.5 1 calc R U P . .
C5 C 0.02408(11) 0.6000(4) 0.82689(13) 0.0261(7) Uani 1 1 d . . . . .
H5A H 0.0125 0.5211 0.8496 0.031 Uiso 1 1 calc R U . . .
H5B H 0.0517 0.6798 0.8548 0.031 Uiso 1 1 calc R U . . .
C6 C 0.0000 0.3539(6) 0.7500 0.0263(9) Uani 1 2 d S T P . .
H6A H -0.0121 0.2726 0.7717 0.032 Uiso 0.5 1 calc R U P . .
H6B H 0.0121 0.2726 0.7283 0.032 Uiso 0.5 1 calc R U P . .
C7 C 0.08461(12) 0.3446(4) 0.83646(14) 0.0278(7) Uani 1 1 d . . . . .
C8 C 0.13405(13) 0.3533(5) 0.84610(16) 0.0366(8) Uani 1 1 d . . . . .
H8 H 0.1435 0.4472 0.8272 0.044 Uiso 1 1 calc R U . . .
C9 C 0.16927(13) 0.2278(5) 0.88254(17) 0.0412(9) Uani 1 1 d . . . . .
H9 H 0.2027 0.2372 0.8884 0.049 Uiso 1 1 calc R U . . .
C10 C 0.15736(13) 0.0857(5) 0.91149(16) 0.0370(8) Uani 1 1 d . . . . .
C11 C 0.10799(12) 0.0791(4) 0.90203(15) 0.0319(7) Uani 1 1 d . . . . .
H11 H 0.0985 -0.0151 0.9208 0.038 Uiso 1 1 calc R U . . .
C12 C 0.07252(12) 0.2063(4) 0.86607(14) 0.0294(7) Uani 1 1 d . . . . .
H12 H 0.0394 0.1999 0.8613 0.035 Uiso 1 1 calc R U . . .
C13 C 0.03862(12) 0.8536(4) 0.68361(14) 0.0266(7) Uani 1 1 d . . . . .
C14 C 0.07601(12) 0.9848(4) 0.71475(14) 0.0292(7) Uani 1 1 d . . . . .
H14 H 0.0901 0.9894 0.7562 0.035 Uiso 1 1 calc R U . . .
C15 C 0.09296(13) 1.1080(4) 0.68670(15) 0.0323(7) Uani 1 1 d . . . . .
H15 H 0.1182 1.1964 0.7090 0.039 Uiso 1 1 calc R U . . .
C16 C 0.07294(13) 1.1034(5) 0.62494(15) 0.0342(8) Uani 1 1 d . . . . .
C20 C 0.13269(15) 0.5291(5) 0.49811(17) 0.0452(9) Uani 1 1 d . . . . .
H20 H 0.1670 0.5415 0.5077 0.054 Uiso 1 1 calc R U . . .
C21 C 0.06008(18) 0.6672(7) 0.4980(2) 0.0646(13) Uani 1 1 d . . . . .
H21A H 0.0522 0.7818 0.5127 0.097 Uiso 1 1 calc R U . . .
H21B H 0.0523 0.5586 0.5154 0.097 Uiso 1 1 calc R U . . .
H21C H 0.0400 0.6622 0.4553 0.097 Uiso 1 1 calc R U . . .
C22 C 0.1431(2) 0.8148(7) 0.5504(2) 0.0807(17) Uani 1 1 d . . . . .
H22A H 0.1217 0.9049 0.5567 0.121 Uiso 1 1 calc R U . . .
H22B H 0.1605 0.8773 0.5315 0.121 Uiso 1 1 calc R U . . .
H22C H 0.1678 0.7637 0.5882 0.121 Uiso 1 1 calc R U . . .
C26 C 0.01878(13) 0.8496(5) 0.62281(14) 0.0322(7) Uani 1 1 d . . . . .
H26 H -0.0067 0.7623 0.6004 0.039 Uiso 1 1 calc R U . . .
C27 C 0.03612(13) 0.9725(5) 0.59501(15) 0.0350(8) Uani 1 1 d . . . . .
H27 H 0.0221 0.9666 0.5536 0.042 Uiso 1 1 calc R U . . .
C28 C 0.2545(2) 0.4201(9) 0.3356(3) 0.0920(19) Uani 1 1 d . . . . .
H28A H 0.2768 0.3436 0.3691 0.138 Uiso 1 1 calc R U . . .
H28B H 0.2380 0.5137 0.3483 0.138 Uiso 1 1 calc R U . . .
H28C H 0.2741 0.4830 0.3193 0.138 Uiso 1 1 calc R U . . .
C29 C 0.2197(2) 0.1005(8) 0.3036(3) 0.0736(14) Uani 1 1 d . . . . .
H29A H 0.2482 0.0765 0.3421 0.110 Uiso 1 1 calc R U . . .
H29B H 0.2243 0.0315 0.2737 0.110 Uiso 1 1 calc R U . . .
H29C H 0.1887 0.0595 0.3034 0.110 Uiso 1 1 calc R U . . .
C30 C 0.18201(15) 0.3705(7) 0.24111(19) 0.0512(10) Uani 1 1 d . . . . .
H30 H 0.1585 0.2860 0.2136 0.061 Uiso 1 1 calc R U . . .
N1 N 0.11272(14) 0.6655(5) 0.51358(15) 0.0517(9) Uani 1 1 d . . . . .
N2 N 0.21669(13) 0.3010(5) 0.29080(16) 0.0556(9) Uani 1 1 d . . . . .
O1 O 0.18953(10) -0.2034(4) 0.97771(15) 0.0599(9) Uani 1 1 d D . . . .
O2 O 0.24489(11) -0.0329(5) 0.95685(17) 0.0744(11) Uani 1 1 d D . . . .
O3 O 0.12568(11) 1.3665(4) 0.61252(12) 0.0511(7) Uani 1 1 d D . . . .
O4 O 0.06800(11) 1.2013(4) 0.52997(12) 0.0516(7) Uani 1 1 d D . . . .
O5 O 0.11083(10) 0.3835(4) 0.47181(12) 0.0448(6) Uani 1 1 d . . . . .
O6 O 0.17781(12) 0.5353(5) 0.22779(14) 0.0654(9) Uani 1 1 d . . . . .
B1 B 0.19796(18) -0.0562(6) 0.9504(2) 0.0502(11) Uani 1 1 d . . . . .
B2 B 0.09035(16) 1.2324(6) 0.5895(2) 0.0402(9) Uani 1 1 d . . . . .
H1 H 0.1603(8) -0.236(6) 0.971(2) 0.060 Uiso 1 1 d D U . . .
H2 H 0.2666(13) -0.098(6) 0.9844(14) 0.060 Uiso 1 1 d D U . . .
H3 H 0.1398(16) 1.405(6) 0.6478(8) 0.060 Uiso 1 1 d D U . . .
H4X H 0.085(3) 1.259(11) 0.517(4) 0.060 Uiso 0.5 1 d D U P . .


#===============================================================================

# 9. MOLECULAR GEOMETRY

_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
C1 C7 1.526(4) . ?
C1 C5 1.538(4) . ?
C1 C6 1.539(4) . ?
C1 C2 1.540(4) . ?
C2 C3 1.544(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C13 1.525(4) . ?
C3 C5 1.536(4) 2_556 ?
C3 C4 1.548(4) . ?
C4 C3 1.548(4) 2_556 ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C3 1.536(4) 2_556 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C1 1.539(4) 2_556 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.395(5) . ?
C7 C12 1.401(4) . ?
C8 C9 1.374(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.406(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(5) . ?
C10 B1 1.546(6) . ?
C11 C12 1.382(5) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C26 1.396(5) . ?
C13 C14 1.398(5) . ?
C14 C15 1.384(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.419(5) . ?
C15 H15 0.9500 . ?
C16 C27 1.381(5) . ?
C16 B2 1.556(5) . ?
C20 O5 1.251(5) . ?
C20 N1 1.306(5) . ?
C20 H20 0.9500 . ?
C21 N1 1.446(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 N1 1.440(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C26 C27 1.385(5) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 N2 1.461(7) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 N2 1.467(6) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 O6 1.220(5) . ?
C30 N2 1.317(6) . ?
C30 H30 0.9500 . ?
O1 B1 1.359(5) . ?
O1 H1 0.850(10) . ?
O2 B1 1.357(5) . ?
O2 H2 0.847(10) . ?
O3 B2 1.349(5) . ?
O3 H3 0.852(10) . ?
O4 B2 1.379(5) . ?
O4 H4X 0.847(10) . ?

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
C7 C1 C5 110.4(2) . . ?
C7 C1 C6 108.4(3) . . ?
C5 C1 C6 108.5(2) . . ?
C7 C1 C2 112.5(2) . . ?
C5 C1 C2 108.7(2) . . ?
C6 C1 C2 108.3(2) . . ?
C1 C2 C3 111.1(2) . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C13 C3 C5 112.5(2) . 2_556 ?
C13 C3 C2 110.5(2) . . ?
C5 C3 C2 109.1(2) 2_556 . ?
C13 C3 C4 108.1(2) . . ?
C5 C3 C4 108.2(2) 2_556 . ?
C2 C3 C4 108.3(2) . . ?
C3 C4 C3 111.2(3) . 2_556 ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 2_556 . ?
C3 C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 2_556 . ?
H4A C4 H4B 108.0 . . ?
C3 C5 C1 111.5(2) 2_556 . ?
C3 C5 H5A 109.3 2_556 . ?
C1 C5 H5A 109.3 . . ?
C3 C5 H5B 109.3 2_556 . ?
C1 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C1 C6 C1 111.8(3) . 2_556 ?
C1 C6 H6A 109.2 . . ?
C1 C6 H6A 109.2 2_556 . ?
C1 C6 H6B 109.2 . . ?
C1 C6 H6B 109.2 2_556 . ?
H6A C6 H6B 107.9 . . ?
C8 C7 C12 117.7(3) . . ?
C8 C7 C1 122.6(3) . . ?
C12 C7 C1 119.6(3) . . ?
C9 C8 C7 120.9(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 122.0(3) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 H9 119.0 . . ?
C11 C10 C9 116.8(3) . . ?
C11 C10 B1 123.3(3) . . ?
C9 C10 B1 119.9(3) . . ?
C12 C11 C10 121.6(3) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C7 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C7 C12 H12 119.5 . . ?
C26 C13 C14 117.9(3) . . ?
C26 C13 C3 121.6(3) . . ?
C14 C13 C3 120.6(3) . . ?
C15 C14 C13 121.6(3) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C14 C15 C16 120.5(3) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C27 C16 C15 116.9(3) . . ?
C27 C16 B2 118.6(3) . . ?
C15 C16 B2 124.4(3) . . ?
O5 C20 N1 126.1(4) . . ?
O5 C20 H20 117.0 . . ?
N1 C20 H20 117.0 . . ?
N1 C21 H21A 109.5 . . ?
N1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C27 C26 C13 120.3(3) . . ?
C27 C26 H26 119.9 . . ?
C13 C26 H26 119.9 . . ?
C16 C27 C26 122.8(3) . . ?
C16 C27 H27 118.6 . . ?
C26 C27 H27 118.6 . . ?
N2 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 C29 H29A 109.5 . . ?
N2 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N2 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O6 C30 N2 124.8(5) . . ?
O6 C30 H30 117.6 . . ?
N2 C30 H30 117.6 . . ?
C20 N1 C22 121.1(4) . . ?
C20 N1 C21 121.7(4) . . ?
C22 N1 C21 117.0(4) . . ?
C30 N2 C28 121.4(4) . . ?
C30 N2 C29 121.8(4) . . ?
C28 N2 C29 116.8(4) . . ?
B1 O1 H1 123(3) . . ?
B1 O2 H2 113(3) . . ?
B2 O3 H3 127(3) . . ?
B2 O4 H4X 107(6) . . ?
O2 B1 O1 118.1(4) . . ?
O2 B1 C10 117.6(3) . . ?
O1 B1 C10 124.3(4) . . ?
O3 B2 O4 118.6(3) . . ?
O3 B2 C16 125.4(4) . . ?
O4 B2 C16 115.9(3) . . ?

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
C7 C1 C2 C3 178.4(2) . . . . ?
C5 C1 C2 C3 -59.1(3) . . . . ?
C6 C1 C2 C3 58.6(3) . . . . ?
C1 C2 C3 C13 177.2(2) . . . . ?
C1 C2 C3 C5 -58.6(3) . . . 2_556 ?
C1 C2 C3 C4 58.9(3) . . . . ?
C13 C3 C4 C3 -178.8(3) . . . 2_556 ?
C5 C3 C4 C3 59.08(18) 2_556 . . 2_556 ?
C2 C3 C4 C3 -59.04(18) . . . 2_556 ?
C7 C1 C5 C3 -176.7(2) . . . 2_556 ?
C6 C1 C5 C3 -58.1(3) . . . 2_556 ?
C2 C1 C5 C3 59.5(3) . . . 2_556 ?
C7 C1 C6 C1 178.6(3) . . . 2_556 ?
C5 C1 C6 C1 58.71(18) . . . 2_556 ?
C2 C1 C6 C1 -59.07(18) . . . 2_556 ?
C5 C1 C7 C8 -115.9(3) . . . . ?
C6 C1 C7 C8 125.4(3) . . . . ?
C2 C1 C7 C8 5.6(4) . . . . ?
C5 C1 C7 C12 66.2(4) . . . . ?
C6 C1 C7 C12 -52.5(3) . . . . ?
C2 C1 C7 C12 -172.2(3) . . . . ?
C12 C7 C8 C9 1.3(5) . . . . ?
C1 C7 C8 C9 -176.6(3) . . . . ?
C7 C8 C9 C10 0.1(6) . . . . ?
C8 C9 C10 C11 -0.7(6) . . . . ?
C8 C9 C10 B1 177.9(4) . . . . ?
C9 C10 C11 C12 -0.2(5) . . . . ?
B1 C10 C11 C12 -178.7(4) . . . . ?
C10 C11 C12 C7 1.6(5) . . . . ?
C8 C7 C12 C11 -2.1(5) . . . . ?
C1 C7 C12 C11 175.8(3) . . . . ?
C5 C3 C13 C26 -1.9(4) 2_556 . . . ?
C2 C3 C13 C26 120.3(3) . . . . ?
C4 C3 C13 C26 -121.3(3) . . . . ?
C5 C3 C13 C14 176.1(3) 2_556 . . . ?
C2 C3 C13 C14 -61.7(4) . . . . ?
C4 C3 C13 C14 56.7(3) . . . . ?
C26 C13 C14 C15 0.3(5) . . . . ?
C3 C13 C14 C15 -177.8(3) . . . . ?
C13 C14 C15 C16 -0.6(5) . . . . ?
C14 C15 C16 C27 0.4(5) . . . . ?
C14 C15 C16 B2 -178.5(3) . . . . ?
C14 C13 C26 C27 0.1(5) . . . . ?
C3 C13 C26 C27 178.2(3) . . . . ?
C15 C16 C27 C26 0.0(5) . . . . ?
B2 C16 C27 C26 178.9(3) . . . . ?
C13 C26 C27 C16 -0.2(5) . . . . ?
O5 C20 N1 C22 171.7(4) . . . . ?
O5 C20 N1 C21 -4.0(6) . . . . ?
O6 C30 N2 C28 -0.3(7) . . . . ?
O6 C30 N2 C29 -179.4(4) . . . . ?
C11 C10 B1 O2 -179.0(4) . . . . ?
C9 C10 B1 O2 2.5(7) . . . . ?
C11 C10 B1 O1 1.9(7) . . . . ?
C9 C10 B1 O1 -176.6(4) . . . . ?
C27 C16 B2 O3 179.8(3) . . . . ?
C15 C16 B2 O3 -1.3(6) . . . . ?
C27 C16 B2 O4 -1.7(5) . . . . ?
C15 C16 B2 O4 177.2(3) . . . . ?


#===============================================================================

# 10. HYDROGEN BOND GEOMETRY

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
C20 H20 O2 0.95 2.43 3.345(5) 160.8 4_556
C21 H21B O4 0.98 2.60 3.420(6) 141.4 1_545
C22 H22A O4 0.98 2.56 3.459(7) 152.2 .
O1 H1 O5 0.850(10) 1.84(2) 2.645(4) 158(5) 6_556
O2 H2 O1 0.847(10) 1.88(2) 2.685(4) 159(5) 7_547
O3 H3 O6 0.852(10) 1.885(13) 2.731(5) 172(5) 6_576
O4 H4X O5 0.847(10) 1.90(2) 2.732(4) 167(9) 1_565

#===============================================================================

# 11. SHELX RES FILE 


_refine_diff_density_max         0.823
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.069
_shelxl_version_number           2013-4


#===============================================================================

# 12. HKL FILE


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH, DMF'
