# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_compound_1
_database_code_depnum_ccdc_archive 'CCDC 2162556'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-03-28 deposited with the CCDC.	2022-06-07 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H44 B2 N4 O4, 2(C7 H8)'
_chemical_formula_sum            'C38 H60 B2 N4 O4'
_chemical_formula_weight         658.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.4650(4)
_cell_length_b                   16.1068(8)
_cell_length_c                   13.6527(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.327(2)
_cell_angle_gamma                90
_cell_volume                     1853.43(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9961
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      26.08

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_F_000             716
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.989
__exptl_absorpt_correction_type  analytical
_exptl_absorpt_correction_T_min  0.7129
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'Sadabs 2014/3 (Bruker 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  helios
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24084
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.960
_diffrn_reflns_theta_max         26.093
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3681
_reflns_number_gt                3325
_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       'APEX2 ver. 2014.1 (Bruker AXS)'
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0449P)²+0.7384P] 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         3681
_refine_ls_number_parameters     224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0963
_refine_ls_wR_factor_gt          0.0929
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1_1 C 0.60032(12) 0.43204(7) 0.39449(7) 0.0130(2) Uani 1 1 d . . . . .
N1_1 N 0.75882(10) 0.43596(6) 0.38768(6) 0.0139(2) Uani 1 1 d . . . . .
C2_1 C 0.82182(13) 0.35725(7) 0.37598(8) 0.0158(2) Uani 1 1 d . . . . .
N2_1 N 0.56499(10) 0.35037(6) 0.38577(6) 0.0140(2) Uani 1 1 d . . . . .
C3_1 C 0.69987(13) 0.30331(7) 0.37467(8) 0.0160(2) Uani 1 1 d . . . . .
C4_1 C 0.85091(13) 0.51252(7) 0.38930(9) 0.0185(2) Uani 1 1 d . . . . .
H4A_1 H 0.8456 0.5360 0.3228 0.028 Uiso 1 1 calc R U . . .
H4B_1 H 0.9617 0.5006 0.4124 0.028 Uiso 1 1 calc R U . . .
H4C_1 H 0.8074 0.5525 0.4338 0.028 Uiso 1 1 calc R U . . .
C5_1 C 0.99359(13) 0.34221(8) 0.36754(9) 0.0218(3) Uani 1 1 d . . . . .
H5A_1 H 1.0233 0.3659 0.3057 0.033 Uiso 1 1 calc R U . . .
H5B_1 H 1.0142 0.2823 0.3683 0.033 Uiso 1 1 calc R U . . .
H5C_1 H 1.0564 0.3685 0.4230 0.033 Uiso 1 1 calc R U . . .
C6_1 C 0.69671(14) 0.21133(7) 0.36305(9) 0.0233(3) Uani 1 1 d . . . . .
H6A_1 H 0.6300 0.1966 0.3030 0.035 Uiso 1 1 calc R U . . .
H6B_1 H 0.6532 0.1860 0.4200 0.035 Uiso 1 1 calc R U . . .
H6C_1 H 0.8048 0.1909 0.3584 0.035 Uiso 1 1 calc R U . . .
C7_1 C 0.40663(12) 0.31533(7) 0.38955(8) 0.0179(2) Uani 1 1 d . . . . .
H7A_1 H 0.3435 0.3254 0.3268 0.027 Uiso 1 1 calc R U . . .
H7B_1 H 0.3550 0.3417 0.4429 0.027 Uiso 1 1 calc R U . . .
H7C_1 H 0.4151 0.2554 0.4015 0.027 Uiso 1 1 calc R U . . .
B1_2 B 0.48474(13) 0.50532(7) 0.43529(8) 0.0129(2) Uani 1 1 d . . . . .
O1_2 O 0.31693(8) 0.48890(5) 0.39958(5) 0.01424(18) Uani 1 1 d . . . . .
C1_2 C 0.28112(13) 0.50380(7) 0.29833(8) 0.0158(2) Uani 1 1 d . . . . .
H1A_2 H 0.1663 0.4946 0.2809 0.019 Uiso 1 1 calc R U . . .
H1B_2 H 0.3399 0.4636 0.2605 0.019 Uiso 1 1 calc R U . . .
O2_2 O 0.53597(9) 0.58845(5) 0.40322(5) 0.01399(17) Uani 1 1 d . . . . .
C3_2 C 0.50047(13) 0.60388(7) 0.30213(8) 0.0155(2) Uani 1 1 d . . . . .
H3A_2 H 0.5637 0.5659 0.2642 0.019 Uiso 1 1 calc R U . . .
H3B_2 H 0.5315 0.6615 0.2875 0.019 Uiso 1 1 calc R U . . .
C4_2 C 0.22477(14) 0.65472(7) 0.32063(9) 0.0215(3) Uani 1 1 d . . . . .
H4A_2 H 0.2526 0.7111 0.3014 0.032 Uiso 1 1 calc R U . . .
H4B_2 H 0.2463 0.6485 0.3920 0.032 Uiso 1 1 calc R U . . .
H4C_2 H 0.1119 0.6447 0.3016 0.032 Uiso 1 1 calc R U . . .
C5_2 C 0.29718(14) 0.60122(8) 0.15741(8) 0.0228(3) Uani 1 1 d . . . . .
H5A_2 H 0.3598 0.5594 0.1260 0.034 Uiso 1 1 calc R U . . .
H5B_2 H 0.3301 0.6568 0.1384 0.034 Uiso 1 1 calc R U . . .
H5C_2 H 0.1844 0.5933 0.1362 0.034 Uiso 1 1 calc R U . . .
C2_2 C 0.32401(13) 0.59196(7) 0.26890(8) 0.0164(2) Uani 1 1 d . . . . .
C1_3 C 0.17226(17) 0.13922(9) 0.60228(9) 0.0292(3) Uani 1 1 d . . . . .
C2_3 C 0.28625(18) 0.20005(8) 0.59661(9) 0.0315(3) Uani 1 1 d . . . . .
H2_3 H 0.2553 0.2568 0.5942 0.038 Uiso 1 1 calc R U . . .
C3_3 C 0.44462(18) 0.17971(9) 0.59432(10) 0.0349(3) Uani 1 1 d . . . . .
H3_3 H 0.5212 0.2223 0.5899 0.042 Uiso 1 1 calc R U . . .
C4_3 C 0.49164(17) 0.09764(10) 0.59851(10) 0.0358(3) Uani 1 1 d . . . . .
H4_3 H 0.6003 0.0835 0.5968 0.043 Uiso 1 1 calc R U . . .
C5_3 C 0.37949(18) 0.03623(9) 0.60519(10) 0.0351(3) Uani 1 1 d . . . . .
H5_3 H 0.4112 -0.0204 0.6086 0.042 Uiso 1 1 calc R U . . .
C6_3 C 0.22150(17) 0.05672(9) 0.60693(9) 0.0311(3) Uani 1 1 d . . . . .
H6_3 H 0.1453 0.0139 0.6114 0.037 Uiso 1 1 calc R U . . .
C7_3 C -0.00028(19) 0.16088(11) 0.60295(12) 0.0460(4) Uani 1 1 d . . . . .
H7A_3 H -0.0195 0.2161 0.5741 0.069 Uiso 1 1 calc R U . . .
H7B_3 H -0.0291 0.1608 0.6708 0.069 Uiso 1 1 calc R U . . .
H7C_3 H -0.0648 0.1198 0.5643 0.069 Uiso 1 1 calc R U . . .


_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_1 N2_1 1.3519(14) . ?
C1_1 N1_1 1.3550(13) . ?
C1_1 B1_2 1.6619(15) . ?
N1_1 C2_1 1.3903(14) . ?
N1_1 C4_1 1.4580(14) . ?
C2_1 C3_1 1.3480(16) . ?
C2_1 C5_1 1.4891(15) . ?
N2_1 C3_1 1.3904(14) . ?
N2_1 C7_1 1.4598(13) . ?
C3_1 C6_1 1.4899(16) . ?
C4_1 H4A_1 0.9800 . ?
C4_1 H4B_1 0.9800 . ?
C4_1 H4C_1 0.9800 . ?
C5_1 H5A_1 0.9800 . ?
C5_1 H5B_1 0.9800 . ?
C5_1 H5C_1 0.9800 . ?
C6_1 H6A_1 0.9800 . ?
C6_1 H6B_1 0.9800 . ?
C6_1 H6C_1 0.9800 . ?
C7_1 H7A_1 0.9800 . ?
C7_1 H7B_1 0.9800 . ?
C7_1 H7C_1 0.9800 . ?
B1_2 O1_2 1.4822(13) . ?
B1_2 O2_2 1.4859(14) . ?
B1_2 B1_2 1.770(2) 3_666 ?
O1_2 C1_2 1.4081(12) . ?
C1_2 C2_2 1.5285(15) . ?
C1_2 H1A_2 0.9900 . ?
C1_2 H1B_2 0.9900 . ?
O2_2 C3_2 1.4070(12) . ?
C3_2 C2_2 1.5323(15) . ?
C3_2 H3A_2 0.9900 . ?
C3_2 H3B_2 0.9900 . ?
C4_2 C2_2 1.5286(16) . ?
C4_2 H4A_2 0.9800 . ?
C4_2 H4B_2 0.9800 . ?
C4_2 H4C_2 0.9800 . ?
C5_2 C2_2 1.5254(15) . ?
C5_2 H5A_2 0.9800 . ?
C5_2 H5B_2 0.9800 . ?
C5_2 H5C_2 0.9800 . ?
C1_3 C2_3 1.382(2) . ?
C1_3 C6_3 1.392(2) . ?
C1_3 C7_3 1.503(2) . ?
C2_3 C3_3 1.383(2) . ?
C2_3 H2_3 0.9500 . ?
C3_3 C4_3 1.380(2) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.380(2) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.380(2) . ?
C5_3 H5_3 0.9500 . ?
C6_3 H6_3 0.9500 . ?
C7_3 H7A_3 0.9800 . ?
C7_3 H7B_3 0.9800 . ?
C7_3 H7C_3 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
N2_1 C1_1 N1_1 104.58(9) . . ?
N2_1 C1_1 B1_2 126.04(9) . . ?
N1_1 C1_1 B1_2 127.40(9) . . ?
C1_1 N1_1 C2_1 110.99(9) . . ?
C1_1 N1_1 C4_1 124.74(9) . . ?
C2_1 N1_1 C4_1 124.25(9) . . ?
C3_1 C2_1 N1_1 106.72(9) . . ?
C3_1 C2_1 C5_1 130.25(10) . . ?
N1_1 C2_1 C5_1 123.02(10) . . ?
C1_1 N2_1 C3_1 111.28(9) . . ?
C1_1 N2_1 C7_1 124.71(9) . . ?
C3_1 N2_1 C7_1 124.00(9) . . ?
C2_1 C3_1 N2_1 106.43(9) . . ?
C2_1 C3_1 C6_1 130.42(10) . . ?
N2_1 C3_1 C6_1 123.15(10) . . ?
N1_1 C4_1 H4A_1 109.5 . . ?
N1_1 C4_1 H4B_1 109.5 . . ?
H4A_1 C4_1 H4B_1 109.5 . . ?
N1_1 C4_1 H4C_1 109.5 . . ?
H4A_1 C4_1 H4C_1 109.5 . . ?
H4B_1 C4_1 H4C_1 109.5 . . ?
C2_1 C5_1 H5A_1 109.5 . . ?
C2_1 C5_1 H5B_1 109.5 . . ?
H5A_1 C5_1 H5B_1 109.5 . . ?
C2_1 C5_1 H5C_1 109.5 . . ?
H5A_1 C5_1 H5C_1 109.5 . . ?
H5B_1 C5_1 H5C_1 109.5 . . ?
C3_1 C6_1 H6A_1 109.5 . . ?
C3_1 C6_1 H6B_1 109.5 . . ?
H6A_1 C6_1 H6B_1 109.5 . . ?
C3_1 C6_1 H6C_1 109.5 . . ?
H6A_1 C6_1 H6C_1 109.5 . . ?
H6B_1 C6_1 H6C_1 109.5 . . ?
N2_1 C7_1 H7A_1 109.5 . . ?
N2_1 C7_1 H7B_1 109.5 . . ?
H7A_1 C7_1 H7B_1 109.5 . . ?
N2_1 C7_1 H7C_1 109.5 . . ?
H7A_1 C7_1 H7C_1 109.5 . . ?
H7B_1 C7_1 H7C_1 109.5 . . ?
O1_2 B1_2 O2_2 111.15(8) . . ?
O1_2 B1_2 C1_1 109.82(8) . . ?
O2_2 B1_2 C1_1 110.13(8) . . ?
O1_2 B1_2 B1_2 110.95(10) . 3_666 ?
O2_2 B1_2 B1_2 111.21(10) . 3_666 ?
C1_1 B1_2 B1_2 103.29(10) . 3_666 ?
C1_2 O1_2 B1_2 113.88(8) . . ?
O1_2 C1_2 C2_2 112.44(9) . . ?
O1_2 C1_2 H1A_2 109.1 . . ?
C2_2 C1_2 H1A_2 109.1 . . ?
O1_2 C1_2 H1B_2 109.1 . . ?
C2_2 C1_2 H1B_2 109.1 . . ?
H1A_2 C1_2 H1B_2 107.8 . . ?
C3_2 O2_2 B1_2 113.99(8) . . ?
O2_2 C3_2 C2_2 112.45(8) . . ?
O2_2 C3_2 H3A_2 109.1 . . ?
C2_2 C3_2 H3A_2 109.1 . . ?
O2_2 C3_2 H3B_2 109.1 . . ?
C2_2 C3_2 H3B_2 109.1 . . ?
H3A_2 C3_2 H3B_2 107.8 . . ?
C2_2 C4_2 H4A_2 109.5 . . ?
C2_2 C4_2 H4B_2 109.5 . . ?
H4A_2 C4_2 H4B_2 109.5 . . ?
C2_2 C4_2 H4C_2 109.5 . . ?
H4A_2 C4_2 H4C_2 109.5 . . ?
H4B_2 C4_2 H4C_2 109.5 . . ?
C2_2 C5_2 H5A_2 109.5 . . ?
C2_2 C5_2 H5B_2 109.5 . . ?
H5A_2 C5_2 H5B_2 109.5 . . ?
C2_2 C5_2 H5C_2 109.5 . . ?
H5A_2 C5_2 H5C_2 109.5 . . ?
H5B_2 C5_2 H5C_2 109.5 . . ?
C5_2 C2_2 C1_2 109.64(9) . . ?
C5_2 C2_2 C4_2 111.05(9) . . ?
C1_2 C2_2 C4_2 109.80(9) . . ?
C5_2 C2_2 C3_2 109.51(9) . . ?
C1_2 C2_2 C3_2 106.70(8) . . ?
C4_2 C2_2 C3_2 110.05(9) . . ?
C2_3 C1_3 C6_3 118.12(13) . . ?
C2_3 C1_3 C7_3 121.31(13) . . ?
C6_3 C1_3 C7_3 120.56(14) . . ?
C1_3 C2_3 C3_3 121.09(13) . . ?
C1_3 C2_3 H2_3 119.5 . . ?
C3_3 C2_3 H2_3 119.5 . . ?
C4_3 C3_3 C2_3 120.15(13) . . ?
C4_3 C3_3 H3_3 119.9 . . ?
C2_3 C3_3 H3_3 119.9 . . ?
C5_3 C4_3 C3_3 119.46(14) . . ?
C5_3 C4_3 H4_3 120.3 . . ?
C3_3 C4_3 H4_3 120.3 . . ?
C6_3 C5_3 C4_3 120.23(13) . . ?
C6_3 C5_3 H5_3 119.9 . . ?
C4_3 C5_3 H5_3 119.9 . . ?
C5_3 C6_3 C1_3 120.94(13) . . ?
C5_3 C6_3 H6_3 119.5 . . ?
C1_3 C6_3 H6_3 119.5 . . ?
C1_3 C7_3 H7A_3 109.5 . . ?
C1_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C1_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?

_refine_diff_density_max         0.458
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.039

_shelxl_version_number           2014/6




####################################################################### 
# 
# 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_compound_7
_database_code_depnum_ccdc_archive 'CCDC 2162557'
loop_
_audit_author_name
_audit_author_address
'Udo Radius'
;University Wuerzburg
Germany
;
_audit_update_record             
;
2022-03-28 deposited with the CCDC.	2022-06-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H36 B I N4 O2'
_chemical_formula_sum            'C20 H36 B I N4 O2'
_chemical_formula_weight         502.24

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'
I I -0.3257 6.8362 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 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, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   13.3858(2)
_cell_length_b                   14.2988(2)
_cell_length_c                   13.1709(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.650(2)
_cell_angle_gamma                90
_cell_volume                     2374.11(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14290
_cell_measurement_theta_min      3.1360
_cell_measurement_theta_max      76.4690

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.137
_exptl_absorpt_coefficient_mu    10.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.23213
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.592
_oxdiff_exptl_absorpt_empirical_full_max 2.432
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      99.97(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (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  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            26822
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.091
_diffrn_reflns_theta_max         77.414
_diffrn_reflns_theta_full        72.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5002
_reflns_number_gt                4539
_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.

 One of isopropyl groups of the Bpin poiety was showing disorder. The atomic displacement parameters in this group
 was restricted with SIMU und RIGU restraints.
;

_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+2.4580P] 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         5002
_refine_ls_number_parameters     297
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.42018(17) 0.53547(15) 0.76839(17) 0.0233(4) Uani 1 1 d . . . . .
I1 I 0.500000 0.95092(2) 0.750000 0.02625(10) Uani 1 2 d S T P . .
N1 N 0.50418(19) 0.72239(17) 0.60202(19) 0.0199(5) Uani 1 1 d . . . . .
C1 C 0.4473(2) 0.6655(2) 0.6441(2) 0.0199(5) Uani 1 1 d . . . . .
B1 B 0.500000 0.5961(3) 0.750000 0.0202(9) Uani 1 2 d S T P A .
O2 O 0.05498(15) 0.65220(14) 0.69680(16) 0.0203(4) Uani 1 1 d . . . . .
I2 I 0.000000 0.89343(2) 0.250000 0.02621(10) Uani 1 2 d S T P . .
C2 C 0.4387(2) 0.7697(2) 0.5124(2) 0.0228(6) Uani 1 1 d . . . . .
N2 N 0.34634(19) 0.67677(18) 0.5802(2) 0.0217(5) Uani 1 1 d . . . . .
B2 B 0.000000 0.7142(3) 0.750000 0.0191(8) Uani 1 2 d S T P . .
C4 C 0.6190(2) 0.7354(2) 0.6482(2) 0.0234(6) Uani 1 1 d . . . . .
H4A H 0.647347 0.750649 0.590618 0.035 Uiso 1 1 calc R U . . .
H4B H 0.651913 0.677598 0.684129 0.035 Uiso 1 1 calc R U . . .
H4C H 0.634603 0.786520 0.700710 0.035 Uiso 1 1 calc R U . . .
N4 N 0.11291(19) 0.78789(17) 0.9481(2) 0.0205(5) Uani 1 1 d . . . . .
C3 C 0.3387(2) 0.7406(2) 0.4975(2) 0.0236(6) Uani 1 1 d . . . . .
N3 N 0.14320(18) 0.85065(17) 0.8131(2) 0.0204(5) Uani 1 1 d . . . . .
C7 C 0.2527(2) 0.6320(3) 0.5928(3) 0.0293(6) Uani 1 1 d . . . . .
H7A H 0.210539 0.602691 0.524577 0.044 Uiso 1 1 calc R U . . .
H7B H 0.209646 0.679172 0.612978 0.044 Uiso 1 1 calc R U . . .
H7C H 0.275259 0.584216 0.649282 0.044 Uiso 1 1 calc R U . . .
C6 C 0.2360(3) 0.7652(2) 0.4151(3) 0.0317(7) Uani 1 1 d . . . . .
H6A H 0.198064 0.707887 0.383488 0.048 Uiso 1 1 calc R U . . .
H6B H 0.248643 0.802829 0.358394 0.048 Uiso 1 1 calc R U . . .
H6C H 0.193138 0.801226 0.448686 0.048 Uiso 1 1 calc R U . . .
C5 C 0.4794(3) 0.8395(2) 0.4518(3) 0.0276(6) Uani 1 1 d . . . . .
H5A H 0.421771 0.858589 0.386647 0.041 Uiso 1 1 calc R U . . .
H5B H 0.536784 0.811486 0.431473 0.041 Uiso 1 1 calc R U . . .
H5C H 0.506391 0.894357 0.497396 0.041 Uiso 1 1 calc R U . . .
C11 C 0.0852(2) 0.7834(2) 0.8394(2) 0.0207(5) Uani 1 1 d . . . . .
C12 C 0.2064(2) 0.8979(2) 0.9040(3) 0.0232(6) Uani 1 1 d . . . . .
C13 C 0.1883(2) 0.8577(2) 0.9898(2) 0.0212(5) Uani 1 1 d . . . . .
C14 C 0.1394(2) 0.8739(2) 0.7035(2) 0.0236(6) Uani 1 1 d . . . . .
H14A H 0.210834 0.889748 0.704163 0.035 Uiso 1 1 calc R U . . .
H14B H 0.092145 0.927494 0.676979 0.035 Uiso 1 1 calc R U . . .
H14C H 0.112652 0.820066 0.656127 0.035 Uiso 1 1 calc R U . . .
C15 C 0.2756(2) 0.9782(2) 0.8988(3) 0.0266(6) Uani 1 1 d . . . . .
H15A H 0.312345 1.001694 0.971798 0.040 Uiso 1 1 calc R U . . .
H15B H 0.231987 1.028204 0.854783 0.040 Uiso 1 1 calc R U . . .
H15C H 0.327951 0.957561 0.866475 0.040 Uiso 1 1 calc R U . . .
C16 C 0.2335(3) 0.8776(2) 1.1078(3) 0.0291(7) Uani 1 1 d . . . . .
H16A H 0.283122 0.930234 1.120070 0.044 Uiso 1 1 calc R U . . .
H16B H 0.271121 0.822209 1.145601 0.044 Uiso 1 1 calc R U . . .
H16C H 0.176029 0.893526 1.135130 0.044 Uiso 1 1 calc R U . . .
C17 C 0.0717(3) 0.7309(2) 1.0178(2) 0.0259(6) Uani 1 1 d . . . . .
H17A H 0.042937 0.771919 1.060846 0.039 Uiso 1 1 calc R U . . .
H17B H 0.129116 0.692891 1.065828 0.039 Uiso 1 1 calc R U . . .
H17C H 0.015339 0.689837 0.973152 0.039 Uiso 1 1 calc R U . . .
C18 C 0.0533(2) 0.5595(2) 0.7381(2) 0.0213(6) Uani 1 1 d . . . . .
C19 C 0.0555(3) 0.4882(2) 0.6532(3) 0.0270(6) Uani 1 1 d . . . . .
H19A H 0.045443 0.425343 0.677736 0.040 Uiso 1 1 calc R U . . .
H19B H 0.123982 0.491427 0.641604 0.040 Uiso 1 1 calc R U . . .
H19C H -0.001639 0.501975 0.585413 0.040 Uiso 1 1 calc R U . . .
C20 C 0.1503(3) 0.5456(2) 0.8386(3) 0.0275(6) Uani 1 1 d . . . . .
H20A H 0.152846 0.480579 0.862921 0.041 Uiso 1 1 calc R U . . .
H20B H 0.145744 0.587484 0.895812 0.041 Uiso 1 1 calc R U . . .
H20C H 0.214635 0.559794 0.821827 0.041 Uiso 1 1 calc R U . . .
C8_1 C 0.4634(4) 0.4412(3) 0.7848(5) 0.0288(10) Uani 0.743(8) 1 d . U P A 1
C9_1 C 0.3719(5) 0.3717(4) 0.7501(6) 0.0378(11) Uani 0.743(8) 1 d . U P A 1
H9A_1 H 0.400163 0.307975 0.755791 0.057 Uiso 0.743(8) 1 calc R U P A 1
H9B_1 H 0.327851 0.384264 0.675277 0.057 Uiso 0.743(8) 1 calc R U P A 1
H9C_1 H 0.328861 0.378204 0.796945 0.057 Uiso 0.743(8) 1 calc R U P A 1
C10_1 C 0.5262(4) 0.4275(4) 0.9047(4) 0.0372(11) Uani 0.743(8) 1 d . U P A 1
H10A_1 H 0.552453 0.363012 0.917070 0.056 Uiso 0.743(8) 1 calc R U P A 1
H10B_1 H 0.479967 0.439682 0.947270 0.056 Uiso 0.743(8) 1 calc R U P A 1
H10C_1 H 0.586355 0.470852 0.926623 0.056 Uiso 0.743(8) 1 calc R U P A 1
C8_11 C 0.4407(14) 0.4471(11) 0.7370(15) 0.029(2) Uani 0.257(8) 1 d . U P A 2
C9_11 C 0.3969(14) 0.3782(11) 0.8042(15) 0.032(2) Uani 0.257(8) 1 d . U P A 2
H9D_11 H 0.418946 0.314246 0.795169 0.048 Uiso 0.257(8) 1 calc R U P A 2
H9E_11 H 0.319303 0.381603 0.779017 0.048 Uiso 0.257(8) 1 calc R U P A 2
H9F_11 H 0.425117 0.395542 0.880581 0.048 Uiso 0.257(8) 1 calc R U P A 2
C10_11 C 0.3763(11) 0.4301(10) 0.6176(11) 0.034(3) Uani 0.257(8) 1 d . U P A 2
H10D_11 H 0.389417 0.366454 0.597424 0.051 Uiso 0.257(8) 1 calc R U P A 2
H10E_11 H 0.397809 0.475237 0.572872 0.051 Uiso 0.257(8) 1 calc R U P A 2
H10F_11 H 0.300545 0.437745 0.606266 0.051 Uiso 0.257(8) 1 calc R U P A 2


_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 C8_11 1.386(16) . ?
O1 C8_1 1.454(5) . ?
O1 B1 1.458(3) . ?
N1 C1 1.353(4) . ?
N1 C2 1.387(4) . ?
N1 C4 1.462(4) . ?
C1 N2 1.340(4) . ?
C1 B1 1.664(4) . ?
O2 C18 1.436(3) . ?
O2 B2 1.471(3) . ?
C2 C3 1.352(4) . ?
C2 C5 1.491(4) . ?
N2 C3 1.398(4) . ?
N2 C7 1.466(4) . ?
B2 C11 1.663(4) 2_556 ?
B2 C11 1.663(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
N4 C11 1.354(4) . ?
N4 C13 1.394(4) . ?
N4 C17 1.467(4) . ?
C3 C6 1.480(4) . ?
N3 C11 1.352(4) . ?
N3 C12 1.387(4) . ?
N3 C14 1.465(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C12 C13 1.360(4) . ?
C12 C15 1.492(4) . ?
C13 C16 1.494(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.520(4) . ?
C18 C20 1.524(4) . ?
C18 C18 1.561(6) 2_556 ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C8_1 C9_1 1.523(8) . ?
C8_1 C10_1 1.533(8) . ?
C8_1 C8_1 1.550(11) 2_656 ?
C9_1 H9A_1 0.9800 . ?
C9_1 H9B_1 0.9800 . ?
C9_1 H9C_1 0.9800 . ?
C10_1 H10A_1 0.9800 . ?
C10_1 H10B_1 0.9800 . ?
C10_1 H10C_1 0.9800 . ?
C8_11 C8_11 1.51(3) 2_656 ?
C8_11 C10_11 1.54(2) . ?
C8_11 C9_11 1.56(2) . ?
C9_11 H9D_11 0.9800 . ?
C9_11 H9E_11 0.9800 . ?
C9_11 H9F_11 0.9800 . ?
C10_11 H10D_11 0.9800 . ?
C10_11 H10E_11 0.9800 . ?
C10_11 H10F_11 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_11 O1 B1 105.2(7) . . ?
C8_1 O1 B1 107.4(3) . . ?
C1 N1 C2 111.1(2) . . ?
C1 N1 C4 124.3(2) . . ?
C2 N1 C4 124.5(2) . . ?
N2 C1 N1 105.0(2) . . ?
N2 C1 B1 130.7(2) . . ?
N1 C1 B1 124.3(2) . . ?
O1 B1 O1 107.1(3) . 2_656 ?
O1 B1 C1 111.50(13) . . ?
O1 B1 C1 110.08(12) 2_656 . ?
O1 B1 C1 110.07(12) . 2_656 ?
O1 B1 C1 111.50(13) 2_656 2_656 ?
C1 B1 C1 106.7(3) . 2_656 ?
C18 O2 B2 107.5(2) . . ?
C3 C2 N1 106.5(3) . . ?
C3 C2 C5 130.6(3) . . ?
N1 C2 C5 122.8(3) . . ?
C1 N2 C3 111.2(2) . . ?
C1 N2 C7 126.6(3) . . ?
C3 N2 C7 122.1(3) . . ?
O2 B2 O2 106.0(3) . 2_556 ?
O2 B2 C11 110.80(12) . 2_556 ?
O2 B2 C11 111.23(12) 2_556 2_556 ?
O2 B2 C11 111.23(12) . . ?
O2 B2 C11 110.80(12) 2_556 . ?
C11 B2 C11 106.9(3) 2_556 . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C11 N4 C13 110.8(2) . . ?
C11 N4 C17 127.5(2) . . ?
C13 N4 C17 121.8(2) . . ?
C2 C3 N2 106.2(3) . . ?
C2 C3 C6 131.6(3) . . ?
N2 C3 C6 122.3(3) . . ?
C11 N3 C12 111.2(2) . . ?
C11 N3 C14 125.5(2) . . ?
C12 N3 C14 123.3(2) . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C11 N4 105.1(2) . . ?
N3 C11 B2 123.9(2) . . ?
N4 C11 B2 130.9(2) . . ?
C13 C12 N3 106.5(2) . . ?
C13 C12 C15 130.6(3) . . ?
N3 C12 C15 122.9(3) . . ?
C12 C13 N4 106.4(2) . . ?
C12 C13 C16 131.3(3) . . ?
N4 C13 C16 122.2(3) . . ?
N3 C14 H14A 109.5 . . ?
N3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 H17A 109.5 . . ?
N4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 C19 109.5(2) . . ?
O2 C18 C20 109.4(2) . . ?
C19 C18 C20 109.3(2) . . ?
O2 C18 C18 102.01(16) . 2_556 ?
C19 C18 C18 113.1(3) . 2_556 ?
C20 C18 C18 113.2(3) . 2_556 ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C8_1 C9_1 108.7(4) . . ?
O1 C8_1 C10_1 109.0(4) . . ?
C9_1 C8_1 C10_1 109.4(5) . . ?
O1 C8_1 C8_1 102.2(3) . 2_656 ?
C9_1 C8_1 C8_1 115.3(6) . 2_656 ?
C10_1 C8_1 C8_1 111.9(6) . 2_656 ?
C8_1 C9_1 H9A_1 109.5 . . ?
C8_1 C9_1 H9B_1 109.5 . . ?
H9A_1 C9_1 H9B_1 109.5 . . ?
C8_1 C9_1 H9C_1 109.5 . . ?
H9A_1 C9_1 H9C_1 109.5 . . ?
H9B_1 C9_1 H9C_1 109.5 . . ?
C8_1 C10_1 H10A_1 109.5 . . ?
C8_1 C10_1 H10B_1 109.5 . . ?
H10A_1 C10_1 H10B_1 109.5 . . ?
C8_1 C10_1 H10C_1 109.5 . . ?
H10A_1 C10_1 H10C_1 109.5 . . ?
H10B_1 C10_1 H10C_1 109.5 . . ?
O1 C8_11 C8_11 103.4(10) . 2_656 ?
O1 C8_11 C10_11 110.5(13) . . ?
C8_11 C8_11 C10_11 114.7(18) 2_656 . ?
O1 C8_11 C9_11 104.8(12) . . ?
C8_11 C8_11 C9_11 116.0(17) 2_656 . ?
C10_11 C8_11 C9_11 107.0(13) . . ?
C8_11 C9_11 H9D_11 109.5 . . ?
C8_11 C9_11 H9E_11 109.5 . . ?
H9D_11 C9_11 H9E_11 109.5 . . ?
C8_11 C9_11 H9F_11 109.5 . . ?
H9D_11 C9_11 H9F_11 109.5 . . ?
H9E_11 C9_11 H9F_11 109.5 . . ?
C8_11 C10_11 H10D_11 109.5 . . ?
C8_11 C10_11 H10E_11 109.5 . . ?
H10D_11 C10_11 H10E_11 109.5 . . ?
C8_11 C10_11 H10F_11 109.5 . . ?
H10D_11 C10_11 H10F_11 109.5 . . ?
H10E_11 C10_11 H10F_11 109.5 . . ?

_refine_diff_density_max         0.889
_refine_diff_density_min         -1.368
_refine_diff_density_rms         0.116




