# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_rei1097m
_database_code_depnum_ccdc_archive 'CCDC 1873774'
_audit_update_record             
;
2018-10-17 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 B2 Cl9 N4 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         728.12
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   15.8691(3)
_cell_length_b                   12.5093(3)
_cell_length_c                   15.8466(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3145.73(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4516
_cell_measurement_theta_min      2.5706
_cell_measurement_theta_max      28.1664
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.140
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472

_exptl_absorpt_coefficient_mu    0.831
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.89

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_type              'Bruker D8 Quest'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'Photon II CPADs detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 7.4074

_diffrn_reflns_number            30057
_diffrn_reflns_av_R_equivalents  0.0912
_diffrn_reflns_av_unetI/netI     0.1065
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         31.00
_diffrn_reflns_theta_full        31.00
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;

Refined as a 2-component inversion twin.
;

_reflns_number_total             9277
_reflns_number_gt                6349
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.1032
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_number_reflns         9277
_refine_ls_number_parameters     364
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0243P)²+0.4695P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.469
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.54(8)

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'
Cl Cl 0.1484 0.1585 '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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2017)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.5313(3) 0.7605(4) 0.5643(4) 0.0151(11) Uani d . . . 1 . .
B B2 0.4449(3) 0.7488(4) 0.7098(4) 0.0142(11) Uani d . . . 1 . .
C C1 0.5859(3) 0.7590(4) 0.4809(3) 0.0150(10) Uani d . . . 1 . .
C C2 0.5967(3) 0.6658(4) 0.4328(3) 0.0146(10) Uani d . . . 1 . .
H H2 0.571187 0.601188 0.451301 0.018 Uiso calc U . R 1 . .
C C3 0.6437(3) 0.6654(4) 0.3588(4) 0.0200(11) Uani d . . . 1 . .
H H3 0.650084 0.600881 0.327815 0.024 Uiso calc U . R 1 . .
C C4 0.6812(3) 0.7582(4) 0.3298(3) 0.0202(11) Uani d . . . 1 . .
H H4 0.713237 0.75793 0.27915 0.024 Uiso calc U . R 1 . .
C C5 0.6712(3) 0.8522(4) 0.3760(3) 0.0203(11) Uani d . . . 1 . .
H H5 0.696751 0.916503 0.357092 0.024 Uiso calc U . R 1 . .
C C6 0.6237(3) 0.8518(4) 0.4501(3) 0.0172(10) Uani d . . . 1 . .
H H6 0.616961 0.916664 0.480448 0.021 Uiso calc U . R 1 . .
C C7 0.4369(3) 0.8077(3) 0.5620(3) 0.0137(10) Uani d . . . 1 . .
C C8 0.3974(3) 0.8404(4) 0.4107(3) 0.0238(12) Uani d . . . 1 . .
H H8A 0.457559 0.853034 0.401234 0.036 Uiso calc U . R 1 . .
H H8B 0.364735 0.899456 0.386569 0.036 Uiso calc U . R 1 . .
H H8C 0.380762 0.77321 0.383525 0.036 Uiso calc U . R 1 . .
C C9 0.3024(3) 0.8472(4) 0.5379(3) 0.0181(11) Uani d . . . 1 . .
H H9 0.251754 0.865989 0.509698 0.022 Uiso calc U . R 1 . .
C C10 0.3115(3) 0.8287(4) 0.6215(3) 0.0158(10) Uani d . . . 1 . .
H H10 0.268137 0.831362 0.662739 0.019 Uiso calc U . R 1 . .
C C11 0.5340(3) 0.8122(3) 0.7147(3) 0.0146(10) Uani d . . . 1 . .
C C12 0.5691(3) 0.8451(4) 0.8667(3) 0.0216(11) Uani d . . . 1 . .
H H12A 0.532731 0.906149 0.879988 0.032 Uiso calc U . R 1 . .
H H12B 0.622005 0.85128 0.898163 0.032 Uiso calc U . R 1 . .
H H12C 0.540481 0.778635 0.882502 0.032 Uiso calc U . R 1 . .
C C13 0.6629(3) 0.8731(4) 0.7407(3) 0.0190(11) Uani d . . . 1 . .
H H13 0.711235 0.898166 0.769974 0.023 Uiso calc U . R 1 . .
C C14 0.6557(3) 0.8595(4) 0.6563(4) 0.0199(11) Uani d . . . 1 . .
H H14 0.698116 0.873649 0.615453 0.024 Uiso calc U . R 1 . .
C C15 0.3907(3) 0.7352(3) 0.7937(3) 0.0134(10) Uani d . . . 1 . .
C C16 0.3456(3) 0.8226(4) 0.8266(3) 0.0175(10) Uani d . . . 1 . .
H H16 0.348366 0.889598 0.798508 0.021 Uiso calc U . R 1 . .
C C17 0.2969(3) 0.8133(4) 0.8992(3) 0.0206(11) Uani d . . . 1 . .
H H17 0.267074 0.873558 0.920225 0.025 Uiso calc U . R 1 . .
C C18 0.2921(3) 0.7159(4) 0.9412(3) 0.0203(11) Uani d . . . 1 . .
H H18 0.257922 0.708624 0.990096 0.024 Uiso calc U . R 1 . .
C C19 0.3376(3) 0.6293(4) 0.9108(3) 0.0204(11) Uani d . . . 1 . .
H H19 0.335616 0.562751 0.939656 0.025 Uiso calc U . R 1 . .
C C20 0.3862(3) 0.6397(4) 0.8380(3) 0.0148(10) Uani d . . . 1 . .
H H20 0.417083 0.579748 0.81816 0.018 Uiso calc U . R 1 . .
C C21 0.5169(3) 0.8515(4) 0.1312(4) 0.0204(11) Uani d . . . 1 . .
H H21 0.530439 0.774827 0.142736 0.024 Uiso calc U . R 1 . .
C C22 0.3842(3) 0.4730(4) 0.5687(4) 0.0187(11) Uani d . . . 1 . .
H H22 0.41169 0.517452 0.613393 0.022 Uiso calc U . R 1 . .
C C23 0.6051(3) 0.4754(4) 0.7041(4) 0.0186(11) Uani d . . . 1 . .
H H23 0.575772 0.517946 0.659473 0.022 Uiso calc U . R 1 . .
Cl Cl1 0.48730(11) 0.91235(12) 0.22632(10) 0.0418(4) Uani d . . . 1 . .
Cl Cl2 0.43461(8) 0.85653(11) 0.05738(10) 0.0342(3) Uani d . . . 1 . .
Cl Cl3 0.60752(8) 0.91400(11) 0.09057(11) 0.0334(3) Uani d . . . 1 . .
Cl Cl4 0.31080(8) 0.38610(11) 0.61777(10) 0.0323(3) Uani d . . . 1 . .
Cl Cl5 0.46284(8) 0.39854(10) 0.51657(10) 0.0295(3) Uani d . . . 1 . .
Cl Cl6 0.33214(8) 0.55878(10) 0.49796(9) 0.0252(3) Uani d . . . 1 . .
Cl Cl7 0.53032(8) 0.39254(10) 0.75468(10) 0.0276(3) Uani d . . . 1 . .
Cl Cl8 0.64954(8) 0.56433(11) 0.77808(9) 0.0284(3) Uani d . . . 1 . .
Cl Cl9 0.68402(8) 0.39779(12) 0.65630(10) 0.0361(4) Uani d . . . 1 . .
N N1 0.5752(2) 0.8210(3) 0.6402(3) 0.0152(9) Uani d . . . 1 . .
N N2 0.5870(2) 0.8440(3) 0.7763(3) 0.0152(8) Uani d . . . 1 . .
N N3 0.3950(2) 0.8053(3) 0.6358(3) 0.0141(9) Uani d . . . 1 . .
N N4 0.3810(2) 0.8335(3) 0.5011(3) 0.0160(9) Uani d . . . 1 . .
O O1 0.52053(18) 0.6481(2) 0.5963(2) 0.0142(7) Uani d . . . 1 . .
O O2 0.46805(18) 0.6415(3) 0.6754(2) 0.0139(7) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.505(6) ?
B1 C1 . 1.581(7) ?
B1 N1 . 1.582(7) ?
B1 C7 . 1.611(6) ?
B2 O2 . 1.495(6) ?
B2 N3 . 1.583(7) ?
B2 C15 . 1.593(7) ?
B2 C11 . 1.623(6) ?
C1 C6 . 1.395(6) ?
C1 C2 . 1.404(6) ?
C2 C3 . 1.390(7) ?
C2 H2 . 0.95 ?
C3 C4 . 1.383(7) ?
C3 H3 . 0.95 ?
C4 C5 . 1.394(7) ?
C4 H4 . 0.95 ?
C5 C6 . 1.394(7) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
C7 N3 . 1.345(6) ?
C7 N4 . 1.350(6) ?
C8 N4 . 1.459(6) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 C10 . 1.351(7) ?
C9 N4 . 1.386(6) ?
C9 H9 . 0.95 ?
C10 N3 . 1.375(5) ?
C10 H10 . 0.95 ?
C11 N2 . 1.348(6) ?
C11 N1 . 1.354(6) ?
C12 N2 . 1.460(6) ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 C14 . 1.353(7) ?
C13 N2 . 1.379(6) ?
C13 H13 . 0.95 ?
C14 N1 . 1.389(6) ?
C14 H14 . 0.95 ?
C15 C20 . 1.388(6) ?
C15 C16 . 1.407(6) ?
C16 C17 . 1.391(7) ?
C16 H16 . 0.95 ?
C17 C18 . 1.391(7) ?
C17 H17 . 0.95 ?
C18 C19 . 1.389(7) ?
C18 H18 . 0.95 ?
C19 C20 . 1.393(7) ?
C19 H19 . 0.95 ?
C20 H20 . 0.95 ?
C21 Cl1 . 1.753(6) ?
C21 Cl2 . 1.754(5) ?
C21 Cl3 . 1.759(5) ?
C21 H21 . 1.0 ?
C22 Cl6 . 1.758(5) ?
C22 Cl5 . 1.763(5) ?
C22 Cl4 . 1.773(5) ?
C22 H22 . 1.0 ?
C23 Cl9 . 1.757(5) ?
C23 Cl8 . 1.763(5) ?
C23 Cl7 . 1.768(5) ?
C23 H23 . 1.0 ?
O1 O2 . 1.507(4) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 C1 . . 109.4(4) ?
O1 B1 N1 . . 103.9(4) ?
C1 B1 N1 . . 113.6(4) ?
O1 B1 C7 . . 104.1(4) ?
C1 B1 C7 . . 119.7(4) ?
N1 B1 C7 . . 104.6(4) ?
O2 B2 N3 . . 104.7(4) ?
O2 B2 C15 . . 110.0(4) ?
N3 B2 C15 . . 113.3(4) ?
O2 B2 C11 . . 104.1(3) ?
N3 B2 C11 . . 104.7(4) ?
C15 B2 C11 . . 118.9(4) ?
C6 C1 C2 . . 116.6(4) ?
C6 C1 B1 . . 121.2(4) ?
C2 C1 B1 . . 122.1(4) ?
C3 C2 C1 . . 121.8(4) ?
C3 C2 H2 . . 119.1 ?
C1 C2 H2 . . 119.1 ?
C4 C3 C2 . . 120.6(5) ?
C4 C3 H3 . . 119.7 ?
C2 C3 H3 . . 119.7 ?
C3 C4 C5 . . 118.9(5) ?
C3 C4 H4 . . 120.5 ?
C5 C4 H4 . . 120.5 ?
C6 C5 C4 . . 120.1(5) ?
C6 C5 H5 . . 120.0 ?
C4 C5 H5 . . 120.0 ?
C5 C6 C1 . . 122.0(5) ?
C5 C6 H6 . . 119.0 ?
C1 C6 H6 . . 119.0 ?
N3 C7 N4 . . 107.5(4) ?
N3 C7 B1 . . 115.6(4) ?
N4 C7 B1 . . 135.7(5) ?
N4 C8 H8A . . 109.5 ?
N4 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
N4 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C10 C9 N4 . . 107.2(4) ?
C10 C9 H9 . . 126.4 ?
N4 C9 H9 . . 126.4 ?
C9 C10 N3 . . 107.5(4) ?
C9 C10 H10 . . 126.3 ?
N3 C10 H10 . . 126.3 ?
N2 C11 N1 . . 107.8(4) ?
N2 C11 B2 . . 136.3(5) ?
N1 C11 B2 . . 114.7(4) ?
N2 C12 H12A . . 109.5 ?
N2 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
N2 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C14 C13 N2 . . 107.4(4) ?
C14 C13 H13 . . 126.3 ?
N2 C13 H13 . . 126.3 ?
C13 C14 N1 . . 107.6(4) ?
C13 C14 H14 . . 126.2 ?
N1 C14 H14 . . 126.2 ?
C20 C15 C16 . . 117.1(4) ?
C20 C15 B2 . . 122.8(4) ?
C16 C15 B2 . . 120.1(4) ?
C17 C16 C15 . . 121.6(5) ?
C17 C16 H16 . . 119.2 ?
C15 C16 H16 . . 119.2 ?
C18 C17 C16 . . 120.0(5) ?
C18 C17 H17 . . 120.0 ?
C16 C17 H17 . . 120.0 ?
C19 C18 C17 . . 119.3(5) ?
C19 C18 H18 . . 120.4 ?
C17 C18 H18 . . 120.4 ?
C18 C19 C20 . . 120.1(5) ?
C18 C19 H19 . . 119.9 ?
C20 C19 H19 . . 119.9 ?
C15 C20 C19 . . 121.9(4) ?
C15 C20 H20 . . 119.1 ?
C19 C20 H20 . . 119.1 ?
Cl1 C21 Cl2 . . 111.0(3) ?
Cl1 C21 Cl3 . . 109.9(3) ?
Cl2 C21 Cl3 . . 110.4(3) ?
Cl1 C21 H21 . . 108.5 ?
Cl2 C21 H21 . . 108.5 ?
Cl3 C21 H21 . . 108.5 ?
Cl6 C22 Cl5 . . 110.9(3) ?
Cl6 C22 Cl4 . . 110.2(3) ?
Cl5 C22 Cl4 . . 110.3(3) ?
Cl6 C22 H22 . . 108.5 ?
Cl5 C22 H22 . . 108.5 ?
Cl4 C22 H22 . . 108.5 ?
Cl9 C23 Cl8 . . 110.5(3) ?
Cl9 C23 Cl7 . . 110.5(3) ?
Cl8 C23 Cl7 . . 109.7(3) ?
Cl9 C23 H23 . . 108.7 ?
Cl8 C23 H23 . . 108.7 ?
Cl7 C23 H23 . . 108.7 ?
C11 N1 C14 . . 108.2(4) ?
C11 N1 B1 . . 114.3(4) ?
C14 N1 B1 . . 135.3(4) ?
C11 N2 C13 . . 109.1(4) ?
C11 N2 C12 . . 126.2(4) ?
C13 N2 C12 . . 124.7(4) ?
C7 N3 C10 . . 109.2(4) ?
C7 N3 B2 . . 114.0(4) ?
C10 N3 B2 . . 134.4(4) ?
C7 N4 C9 . . 108.6(4) ?
C7 N4 C8 . . 126.8(4) ?
C9 N4 C8 . . 124.5(4) ?
B1 O1 O2 . . 113.2(3) ?
B2 O2 O1 . . 112.9(3) ?

####################################################################### 
# 
# 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_rei543s
_database_code_depnum_ccdc_archive 'CCDC 1873776'
_audit_update_record             
;
2018-10-17 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H44 B4 Cl2 N8 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         806.99

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1827(2)
_cell_length_b                   13.5841(2)
_cell_length_c                   13.7474(2)
_cell_angle_alpha                83.0226(11)
_cell_angle_beta                 81.9334(10)
_cell_angle_gamma                86.2235(11)
_cell_volume                     2049.82(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      3.2680
_cell_measurement_theta_max      66.4953
_cell_measurement_temperature    133.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             844

_exptl_absorpt_coefficient_mu    1.799
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_T_max  0.84

_exptl_special_details           
;
;

_diffrn_ambient_temperature      133.(2)

_diffrn_source                   'Incoatec Microfocus Source'
_diffrn_source_type              'Bruker Kappa Duo APEX2'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            26046
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         66.63
_diffrn_reflns_theta_full        66.63
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_reflns_number_total             7187
_reflns_number_gt                5556
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0713
_refine_ls_wR_factor_gt          0.1888
_refine_ls_wR_factor_ref         0.2087
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_number_reflns         7187
_refine_ls_number_parameters     528
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1338P)²+1.0015P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.492
_refine_diff_density_min         -1.001
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0051(6)

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.4629(3) 0.7589(2) 0.1427(2) 0.0190(6) Uani d . . . 1 . .
B B2 0.5285(2) 0.7524(2) 0.3694(2) 0.0186(6) Uani d . . . 1 . .
B B3 0.3024(3) 0.7914(2) 0.4360(2) 0.0195(6) Uani d . . . 1 . .
B B4 0.2413(3) 0.8087(2) 0.2070(2) 0.0191(6) Uani d . . . 1 . .
C C1 0.5413(2) 0.74267(18) 0.03583(19) 0.0210(6) Uani d . . . 1 . .
C C2 0.4898(3) 0.7548(2) -0.0514(2) 0.0269(6) Uani d . . . 1 . .
H H2 0.4065 0.7746 -0.0495 0.032 Uiso calc U . R 1 . .
C C3 0.5580(3) 0.7385(2) -0.1420(2) 0.0363(7) Uani d . . . 1 . .
H H3 0.5211 0.7477 -0.2008 0.044 Uiso calc U . R 1 . .
C C4 0.6783(3) 0.7092(2) -0.1456(2) 0.0391(8) Uani d . . . 1 . .
H H4 0.7242 0.6975 -0.2071 0.047 Uiso calc U . R 1 . .
C C5 0.7328(3) 0.6965(2) -0.0605(2) 0.0356(7) Uani d . . . 1 . .
H H5 0.8159 0.6758 -0.063 0.043 Uiso calc U . R 1 . .
C C6 0.6647(3) 0.7143(2) 0.0288(2) 0.0291(6) Uani d . . . 1 . .
H H6 0.703 0.7071 0.0869 0.035 Uiso calc U . R 1 . .
C C7 0.5535(2) 0.93358(19) 0.13401(19) 0.0205(5) Uani d . . . 1 . .
H H7 0.5475 0.9524 0.0659 0.025 Uiso calc U . R 1 . .
C C8 0.5909(2) 0.9909(2) 0.19646(19) 0.0219(6) Uani d . . . 1 . .
H H8 0.6164 1.057 0.1811 0.026 Uiso calc U . R 1 . .
C C9 0.6169(3) 0.9675(2) 0.3766(2) 0.0300(6) Uani d . . . 1 . .
H H9A 0.58 0.9255 0.4347 0.045 Uiso calc U . R 1 . .
H H9B 0.5871 1.0366 0.3807 0.045 Uiso calc U . R 1 . .
H H9C 0.705 0.9629 0.3746 0.045 Uiso calc U . R 1 . .
C C10 0.5453(2) 0.84376(18) 0.28015(18) 0.0171(5) Uani d . . . 1 . .
C C11 0.6538(2) 0.73013(19) 0.41737(19) 0.0199(5) Uani d . . . 1 . .
C C12 0.7661(2) 0.7231(2) 0.3588(2) 0.0295(6) Uani d . . . 1 . .
H H12 0.7688 0.7291 0.2889 0.035 Uiso calc U . R 1 . .
C C13 0.8736(3) 0.7078(2) 0.3992(3) 0.0365(7) Uani d . . . 1 . .
H H13 0.9484 0.7044 0.357 0.044 Uiso calc U . R 1 . .
C C14 0.8722(3) 0.6974(2) 0.5003(3) 0.0356(7) Uani d . . . 1 . .
H H14 0.9456 0.6871 0.5283 0.043 Uiso calc U . R 1 . .
C C15 0.7630(3) 0.7023(3) 0.5602(2) 0.0377(8) Uani d . . . 1 . .
H H15 0.761 0.6944 0.63 0.045 Uiso calc U . R 1 . .
C C16 0.6552(3) 0.7188(2) 0.5190(2) 0.0306(7) Uani d . . . 1 . .
H H16 0.5809 0.7225 0.5617 0.037 Uiso calc U . R 1 . .
C C17 0.4793(2) 0.66077(19) 0.22186(19) 0.0189(5) Uani d . . . 1 . .
C C18 0.4181(3) 0.5349(2) 0.1225(2) 0.0377(7) Uani d . . . 1 . .
H H18A 0.3459 0.4964 0.1431 0.057 Uiso calc U . R 1 . .
H H18B 0.482 0.4937 0.0884 0.057 Uiso calc U . R 1 . .
H H18C 0.3983 0.5936 0.0777 0.057 Uiso calc U . R 1 . .
C C19 0.4794(3) 0.5042(2) 0.2935(2) 0.0285(6) Uani d . . . 1 . .
H H19 0.4719 0.4343 0.304 0.034 Uiso calc U . R 1 . .
C C20 0.5110(2) 0.56202(19) 0.3580(2) 0.0230(6) Uani d . . . 1 . .
H H20 0.53 0.5401 0.4226 0.028 Uiso calc U . R 1 . .
C C21 0.2281(2) 0.80892(19) 0.5442(2) 0.0226(6) Uani d . . . 1 . .
C C22 0.1109(3) 0.8531(2) 0.5534(2) 0.0338(7) Uani d . . . 1 . .
H H22 0.0724 0.8704 0.4959 0.041 Uiso calc U . R 1 . .
C C23 0.0491(3) 0.8723(3) 0.6456(3) 0.0482(9) Uani d . . . 1 . .
H H23 -0.0296 0.9036 0.6501 0.058 Uiso calc U . R 1 . .
C C24 0.1028(4) 0.8458(3) 0.7299(3) 0.0469(9) Uani d . . . 1 . .
H H24 0.0612 0.8588 0.7925 0.056 Uiso calc U . R 1 . .
C C25 0.2168(3) 0.8003(2) 0.7233(2) 0.0374(8) Uani d . . . 1 . .
H H25 0.2533 0.7809 0.7815 0.045 Uiso calc U . R 1 . .
C C26 0.2791(3) 0.7827(2) 0.6311(2) 0.0268(6) Uani d . . . 1 . .
H H26 0.3582 0.752 0.6276 0.032 Uiso calc U . R 1 . .
C C27 0.2416(2) 0.70782(19) 0.38411(18) 0.0177(5) Uani d . . . 1 . .
C C28 0.2253(3) 0.5730(2) 0.5264(2) 0.0309(6) Uani d . . . 1 . .
H H28A 0.232 0.5004 0.5296 0.046 Uiso calc U . R 1 . .
H H28B 0.1548 0.5932 0.5718 0.046 Uiso calc U . R 1 . .
H H28C 0.2986 0.5969 0.5454 0.046 Uiso calc U . R 1 . .
C C29 0.1674(2) 0.5660(2) 0.3575(2) 0.0256(6) Uani d . . . 1 . .
H H29 0.1399 0.5004 0.3675 0.031 Uiso calc U . R 1 . .
C C30 0.1716(2) 0.6293(2) 0.2734(2) 0.0240(6) Uani d . . . 1 . .
H H30 0.1475 0.616 0.2129 0.029 Uiso calc U . R 1 . .
C C31 0.2675(2) 0.89787(19) 0.26905(18) 0.0179(5) Uani d . . . 1 . .
C C32 0.2579(3) 1.0353(2) 0.1316(2) 0.0270(6) Uani d . . . 1 . .
H H32A 0.1761 1.0657 0.1299 0.041 Uiso calc U . R 1 . .
H H32B 0.2703 0.9816 0.089 0.041 Uiso calc U . R 1 . .
H H32C 0.3174 1.0855 0.1079 0.041 Uiso calc U . R 1 . .
C C33 0.2917(2) 1.0499(2) 0.3068(2) 0.0241(6) Uani d . . . 1 . .
H H33 0.2981 1.1198 0.3014 0.029 Uiso calc U . R 1 . .
C C34 0.2996(2) 0.9850(2) 0.3880(2) 0.0238(6) Uani d . . . 1 . .
H H34 0.3131 1.001 0.4508 0.029 Uiso calc U . R 1 . .
C C35 0.1155(2) 0.8338(2) 0.16006(19) 0.0226(6) Uani d . . . 1 . .
C C36 0.1005(3) 0.8026(3) 0.0696(2) 0.0367(7) Uani d . . . 1 . .
H H36 0.1663 0.7692 0.0335 0.044 Uiso calc U . R 1 . .
C C37 -0.0087(3) 0.8193(3) 0.0314(3) 0.0501(10) Uani d . . . 1 . .
H H37 -0.0175 0.7956 -0.0293 0.06 Uiso calc U . R 1 . .
C C38 -0.1048(3) 0.8704(3) 0.0815(3) 0.0448(9) Uani d . . . 1 . .
H H38 -0.1789 0.8828 0.0548 0.054 Uiso calc U . R 1 . .
C C39 -0.0921(3) 0.9029(3) 0.1699(3) 0.0405(8) Uani d . . . 1 . .
H H39 -0.1574 0.9382 0.2046 0.049 Uiso calc U . R 1 . .
C C40 0.0166(3) 0.8841(2) 0.2088(2) 0.0309(6) Uani d . . . 1 . .
H H40 0.0237 0.9063 0.2706 0.037 Uiso calc U . R 1 . .
N N1 0.52536(18) 0.84310(15) 0.18611(15) 0.0172(4) Uani d . . . 1 . .
N N2 0.58479(19) 0.93406(16) 0.28710(16) 0.0213(5) Uani d . . . 1 . .
N N3 0.51067(18) 0.65904(16) 0.31309(15) 0.0184(5) Uani d . . . 1 . .
N N4 0.4600(2) 0.56610(16) 0.20946(17) 0.0239(5) Uani d . . . 1 . .
N N5 0.28484(18) 0.89093(16) 0.36426(15) 0.0185(5) Uani d . . . 1 . .
N N6 0.27235(19) 0.99486(16) 0.23303(16) 0.0205(5) Uani d . . . 1 . .
N N7 0.21679(18) 0.71648(16) 0.29062(16) 0.0197(5) Uani d . . . 1 . .
N N8 0.2112(2) 0.61559(16) 0.42586(16) 0.0228(5) Uani d . . . 1 . .
O O1 0.33877(15) 0.78551(13) 0.13172(13) 0.0199(4) Uani d . . . 1 . .
O O2 0.42841(15) 0.76744(13) 0.44480(12) 0.0198(4) Uani d . . . 1 . .
Cl Cl1 1.01371(9) 0.42263(9) 0.21475(11) 0.0770(4) Uani d . . . 1 . .
Cl Cl2 0.7911(2) 0.42267(12) 0.07172(14) 0.1389(9) Uani d . . . 1 . .
C C43 0.9041(4) 0.5212(4) 0.1865(4) 0.0686(13) Uani d . . . 1 . .
H H43A 0.8943 0.5663 0.2387 0.082 Uiso calc U . R 1 . .
H H43B 0.9341 0.56 0.1231 0.082 Uiso calc U . R 1 . .
C C44 0.7885(4) 0.4839(4) 0.1793(4) 0.0737(14) Uani d . . . 1 . .
H H44A 0.7271 0.5398 0.1779 0.088 Uiso calc U . R 1 . .
H H44B 0.7644 0.4368 0.2386 0.088 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.435(3) ?
B1 N1 . 1.594(3) ?
B1 C17 . 1.632(4) ?
B1 C1 . 1.633(4) ?
B2 O2 . 1.436(3) ?
B2 N3 . 1.601(3) ?
B2 C11 . 1.626(4) ?
B2 C10 . 1.636(4) ?
B3 O2 . 1.444(3) ?
B3 N5 . 1.592(4) ?
B3 C21 . 1.635(4) ?
B3 C27 . 1.641(4) ?
B4 O1 . 1.440(3) ?
B4 N7 . 1.604(4) ?
B4 C35 . 1.627(4) ?
B4 C31 . 1.629(4) ?
C1 C2 . 1.389(4) ?
C1 C6 . 1.401(4) ?
C2 C3 . 1.400(4) ?
C2 H2 . 0.95 ?
C3 C4 . 1.373(5) ?
C3 H3 . 0.95 ?
C4 C5 . 1.381(5) ?
C4 H4 . 0.95 ?
C5 C6 . 1.391(4) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
C7 C8 . 1.351(4) ?
C7 N1 . 1.377(3) ?
C7 H7 . 0.95 ?
C8 N2 . 1.379(4) ?
C8 H8 . 0.95 ?
C9 N2 . 1.460(3) ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 N1 . 1.344(3) ?
C10 N2 . 1.349(3) ?
C11 C16 . 1.389(4) ?
C11 C12 . 1.398(4) ?
C12 C13 . 1.387(4) ?
C12 H12 . 0.95 ?
C13 C14 . 1.379(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.375(5) ?
C14 H14 . 0.95 ?
C15 C16 . 1.396(4) ?
C15 H15 . 0.95 ?
C16 H16 . 0.95 ?
C17 N3 . 1.346(3) ?
C17 N4 . 1.352(3) ?
C18 N4 . 1.461(4) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 C20 . 1.350(4) ?
C19 N4 . 1.378(4) ?
C19 H19 . 0.95 ?
C20 N3 . 1.386(3) ?
C20 H20 . 0.95 ?
C21 C26 . 1.392(4) ?
C21 C22 . 1.401(4) ?
C22 C23 . 1.401(5) ?
C22 H22 . 0.95 ?
C23 C24 . 1.377(6) ?
C23 H23 . 0.95 ?
C24 C25 . 1.376(5) ?
C24 H24 . 0.95 ?
C25 C26 . 1.398(4) ?
C25 H25 . 0.95 ?
C26 H26 . 0.95 ?
C27 N7 . 1.342(3) ?
C27 N8 . 1.357(3) ?
C28 N8 . 1.458(4) ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 C30 . 1.352(4) ?
C29 N8 . 1.380(4) ?
C29 H29 . 0.95 ?
C30 N7 . 1.376(3) ?
C30 H30 . 0.95 ?
C31 N5 . 1.341(3) ?
C31 N6 . 1.352(3) ?
C32 N6 . 1.462(3) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 C34 . 1.346(4) ?
C33 N6 . 1.379(3) ?
C33 H33 . 0.95 ?
C34 N5 . 1.383(3) ?
C34 H34 . 0.95 ?
C35 C40 . 1.394(4) ?
C35 C36 . 1.396(4) ?
C36 C37 . 1.391(4) ?
C36 H36 . 0.95 ?
C37 C38 . 1.386(6) ?
C37 H37 . 0.95 ?
C38 C39 . 1.370(5) ?
C38 H38 . 0.95 ?
C39 C40 . 1.392(4) ?
C39 H39 . 0.95 ?
C40 H40 . 0.95 ?
Cl1 C43 . 1.799(5) ?
Cl2 C44 . 1.778(6) ?
C43 C44 . 1.440(6) ?
C43 H43A . 0.99 ?
C43 H43B . 0.99 ?
C44 H44A . 0.99 ?
C44 H44B . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 N1 . . 112.1(2) ?
O1 B1 C17 . . 113.0(2) ?
N1 B1 C17 . . 103.8(2) ?
O1 B1 C1 . . 110.6(2) ?
N1 B1 C1 . . 106.8(2) ?
C17 B1 C1 . . 110.2(2) ?
O2 B2 N3 . . 111.3(2) ?
O2 B2 C11 . . 110.8(2) ?
N3 B2 C11 . . 107.0(2) ?
O2 B2 C10 . . 114.4(2) ?
N3 B2 C10 . . 103.4(2) ?
C11 B2 C10 . . 109.5(2) ?
O2 B3 N5 . . 111.6(2) ?
O2 B3 C21 . . 109.9(2) ?
N5 B3 C21 . . 107.2(2) ?
O2 B3 C27 . . 112.5(2) ?
N5 B3 C27 . . 103.6(2) ?
C21 B3 C27 . . 111.9(2) ?
O1 B4 N7 . . 111.6(2) ?
O1 B4 C35 . . 110.8(2) ?
N7 B4 C35 . . 106.3(2) ?
O1 B4 C31 . . 114.1(2) ?
N7 B4 C31 . . 103.5(2) ?
C35 B4 C31 . . 110.1(2) ?
C2 C1 C6 . . 117.0(2) ?
C2 C1 B1 . . 122.3(2) ?
C6 C1 B1 . . 120.7(2) ?
C1 C2 C3 . . 121.5(3) ?
C1 C2 H2 . . 119.3 ?
C3 C2 H2 . . 119.3 ?
C4 C3 C2 . . 119.9(3) ?
C4 C3 H3 . . 120.1 ?
C2 C3 H3 . . 120.1 ?
C3 C4 C5 . . 120.4(3) ?
C3 C4 H4 . . 119.8 ?
C5 C4 H4 . . 119.8 ?
C4 C5 C6 . . 119.3(3) ?
C4 C5 H5 . . 120.4 ?
C6 C5 H5 . . 120.4 ?
C5 C6 C1 . . 122.0(3) ?
C5 C6 H6 . . 119.0 ?
C1 C6 H6 . . 119.0 ?
C8 C7 N1 . . 108.2(2) ?
C8 C7 H7 . . 125.9 ?
N1 C7 H7 . . 125.9 ?
C7 C8 N2 . . 106.1(2) ?
C7 C8 H8 . . 126.9 ?
N2 C8 H8 . . 126.9 ?
N2 C9 H9A . . 109.5 ?
N2 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
N2 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N1 C10 N2 . . 106.9(2) ?
N1 C10 B2 . . 127.1(2) ?
N2 C10 B2 . . 126.0(2) ?
C16 C11 C12 . . 116.3(2) ?
C16 C11 B2 . . 121.7(2) ?
C12 C11 B2 . . 122.0(2) ?
C13 C12 C11 . . 122.2(3) ?
C13 C12 H12 . . 118.9 ?
C11 C12 H12 . . 118.9 ?
C14 C13 C12 . . 120.1(3) ?
C14 C13 H13 . . 119.9 ?
C12 C13 H13 . . 119.9 ?
C15 C14 C13 . . 119.1(3) ?
C15 C14 H14 . . 120.4 ?
C13 C14 H14 . . 120.4 ?
C14 C15 C16 . . 120.5(3) ?
C14 C15 H15 . . 119.8 ?
C16 C15 H15 . . 119.8 ?
C11 C16 C15 . . 121.8(3) ?
C11 C16 H16 . . 119.1 ?
C15 C16 H16 . . 119.1 ?
N3 C17 N4 . . 106.9(2) ?
N3 C17 B1 . . 126.6(2) ?
N4 C17 B1 . . 126.5(2) ?
N4 C18 H18A . . 109.5 ?
N4 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
N4 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C20 C19 N4 . . 106.8(2) ?
C20 C19 H19 . . 126.6 ?
N4 C19 H19 . . 126.6 ?
C19 C20 N3 . . 107.7(2) ?
C19 C20 H20 . . 126.2 ?
N3 C20 H20 . . 126.2 ?
C26 C21 C22 . . 116.9(2) ?
C26 C21 B3 . . 121.7(2) ?
C22 C21 B3 . . 121.3(3) ?
C21 C22 C23 . . 121.5(3) ?
C21 C22 H22 . . 119.3 ?
C23 C22 H22 . . 119.3 ?
C24 C23 C22 . . 119.9(3) ?
C24 C23 H23 . . 120.1 ?
C22 C23 H23 . . 120.1 ?
C25 C24 C23 . . 119.9(3) ?
C25 C24 H24 . . 120.0 ?
C23 C24 H24 . . 120.0 ?
C24 C25 C26 . . 120.1(3) ?
C24 C25 H25 . . 120.0 ?
C26 C25 H25 . . 120.0 ?
C21 C26 C25 . . 121.7(3) ?
C21 C26 H26 . . 119.2 ?
C25 C26 H26 . . 119.2 ?
N7 C27 N8 . . 106.8(2) ?
N7 C27 B3 . . 126.3(2) ?
N8 C27 B3 . . 126.8(2) ?
N8 C28 H28A . . 109.5 ?
N8 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
N8 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C30 C29 N8 . . 106.3(2) ?
C30 C29 H29 . . 126.8 ?
N8 C29 H29 . . 126.8 ?
C29 C30 N7 . . 108.1(2) ?
C29 C30 H30 . . 126.0 ?
N7 C30 H30 . . 126.0 ?
N5 C31 N6 . . 107.1(2) ?
N5 C31 B4 . . 127.6(2) ?
N6 C31 B4 . . 125.2(2) ?
N6 C32 H32A . . 109.5 ?
N6 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
N6 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C34 C33 N6 . . 106.3(2) ?
C34 C33 H33 . . 126.8 ?
N6 C33 H33 . . 126.8 ?
C33 C34 N5 . . 108.2(2) ?
C33 C34 H34 . . 125.9 ?
N5 C34 H34 . . 125.9 ?
C40 C35 C36 . . 116.7(3) ?
C40 C35 B4 . . 122.2(2) ?
C36 C35 B4 . . 121.0(2) ?
C37 C36 C35 . . 121.4(3) ?
C37 C36 H36 . . 119.3 ?
C35 C36 H36 . . 119.3 ?
C38 C37 C36 . . 120.3(3) ?
C38 C37 H37 . . 119.9 ?
C36 C37 H37 . . 119.9 ?
C39 C38 C37 . . 119.5(3) ?
C39 C38 H38 . . 120.2 ?
C37 C38 H38 . . 120.2 ?
C38 C39 C40 . . 119.9(3) ?
C38 C39 H39 . . 120.0 ?
C40 C39 H39 . . 120.0 ?
C39 C40 C35 . . 122.1(3) ?
C39 C40 H40 . . 118.9 ?
C35 C40 H40 . . 118.9 ?
C10 N1 C7 . . 108.9(2) ?
C10 N1 B1 . . 126.7(2) ?
C7 N1 B1 . . 123.9(2) ?
C10 N2 C8 . . 109.9(2) ?
C10 N2 C9 . . 125.5(2) ?
C8 N2 C9 . . 124.6(2) ?
C17 N3 C20 . . 108.9(2) ?
C17 N3 B2 . . 127.3(2) ?
C20 N3 B2 . . 123.4(2) ?
C17 N4 C19 . . 109.7(2) ?
C17 N4 C18 . . 125.2(2) ?
C19 N4 C18 . . 125.0(2) ?
C31 N5 C34 . . 108.7(2) ?
C31 N5 B3 . . 126.6(2) ?
C34 N5 B3 . . 124.3(2) ?
C31 N6 C33 . . 109.6(2) ?
C31 N6 C32 . . 125.1(2) ?
C33 N6 C32 . . 125.2(2) ?
C27 N7 C30 . . 109.1(2) ?
C27 N7 B4 . . 127.6(2) ?
C30 N7 B4 . . 123.2(2) ?
C27 N8 C29 . . 109.6(2) ?
C27 N8 C28 . . 125.9(2) ?
C29 N8 C28 . . 124.5(2) ?
B1 O1 B4 . . 128.2(2) ?
B2 O2 B3 . . 129.8(2) ?
C44 C43 Cl1 . . 111.9(4) ?
C44 C43 H43A . . 109.2 ?
Cl1 C43 H43A . . 109.2 ?
C44 C43 H43B . . 109.2 ?
Cl1 C43 H43B . . 109.2 ?
H43A C43 H43B . . 107.9 ?
C43 C44 Cl2 . . 112.2(4) ?
C43 C44 H44A . . 109.2 ?
Cl2 C44 H44A . . 109.2 ?
C43 C44 H44B . . 109.2 ?
Cl2 C44 H44B . . 109.2 ?
H44A C44 H44B . . 107.9 ?

####################################################################### 
# 
# 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_rei516s
_database_code_depnum_ccdc_archive 'CCDC 1873777'
_audit_update_record             
;
2018-10-17 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H22 B2 N2 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         311.97

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   7.0474(3)
_cell_length_b                   10.6520(4)
_cell_length_c                   22.2574(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.2535(8)
_cell_angle_gamma                90
_cell_volume                     1670.82(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7301
_cell_measurement_theta_min      3.9722
_cell_measurement_theta_max      67.8218
_cell_measurement_temperature    153.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664

_exptl_absorpt_coefficient_mu    0.669
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      153.(2)

_diffrn_source                   'Incoatec Microfocus Source'
_diffrn_source_type              'Bruker Kappa Duo APEX2'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            13205
_diffrn_reflns_av_R_equivalents  0.0723
_diffrn_reflns_av_unetI/netI     0.0677
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         68.23
_diffrn_reflns_theta_full        68.23
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

_refine_special_details          
;

Refined as a 2-component twin.
;

_reflns_number_total             2937
_reflns_number_gt                2753
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_gt          0.1327
_refine_ls_wR_factor_ref         0.1342
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_number_reflns         2937
_refine_ls_number_parameters     215
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0751P)²+0.3452P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.278
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0106(10)

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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.4982(4) 1.0913(2) 0.05978(10) 0.0194(5) Uani d . . . 1 . .
B B2 0.6209(4) 0.9578(2) 0.14879(11) 0.0217(5) Uani d . . . 1 . .
C C1 0.3407(3) 0.91864(18) -0.00816(9) 0.0180(4) Uani d . . . 1 . .
C C2 0.0785(3) 0.8795(2) 0.04425(10) 0.0238(5) Uani d . . . 1 . .
H H2 -0.0394 0.8444 0.0562 0.029 Uiso calc U . R 1 . .
C C3 0.1803(3) 0.96818(19) 0.07359(10) 0.0223(5) Uani d . . . 1 . .
H H3 0.1458 1.0072 0.1103 0.027 Uiso calc U . R 1 . .
C C4 0.1237(3) 0.7575(2) -0.05178(11) 0.0287(5) Uani d . . . 1 . .
H H4A 0.179 0.7798 -0.0907 0.043 Uiso calc U . R 1 . .
H H4B -0.015 0.7564 -0.0553 0.043 Uiso calc U . R 1 . .
H H4C 0.1688 0.6742 -0.0396 0.043 Uiso calc U . R 1 . .
C C5 0.4044(3) 1.23095(19) 0.06186(9) 0.0202(5) Uani d . . . 1 . .
C C6 0.3716(3) 1.3015(2) 0.00988(10) 0.0240(5) Uani d . . . 1 . .
H H6 0.4049 1.2672 -0.028 0.029 Uiso calc U . R 1 . .
C C7 0.2914(4) 1.4208(2) 0.01231(11) 0.0307(6) Uani d . . . 1 . .
H H7 0.2715 1.4669 -0.0237 0.037 Uiso calc U . R 1 . .
C C8 0.2411(4) 1.4723(2) 0.06643(11) 0.0307(5) Uani d . . . 1 . .
H H8 0.1861 1.5537 0.068 0.037 Uiso calc U . R 1 . .
C C9 0.2711(4) 1.4046(2) 0.11900(11) 0.0281(5) Uani d . . . 1 . .
H H9 0.236 1.4393 0.1567 0.034 Uiso calc U . R 1 . .
C C10 0.3528(3) 1.2859(2) 0.11630(10) 0.0257(5) Uani d . . . 1 . .
H H10 0.3739 1.2409 0.1526 0.031 Uiso calc U . R 1 . .
C C11 0.6467(5) 0.7520(2) 0.17421(11) 0.0403(7) Uani d . . . 1 . .
C C12 0.4418(6) 0.7139(4) 0.18812(19) 0.0758(13) Uani d . . . 1 . .
H H12A 0.3743 0.7856 0.2055 0.114 Uiso calc U . R 1 . .
H H12B 0.4421 0.6441 0.2168 0.114 Uiso calc U . R 1 . .
H H12C 0.3781 0.6877 0.1509 0.114 Uiso calc U . R 1 . .
C C13 0.7612(9) 0.6402(3) 0.15626(13) 0.0831(17) Uani d . . . 1 . .
H H13A 0.6972 0.5964 0.1232 0.125 Uiso calc U . R 1 . .
H H13B 0.7744 0.5834 0.1906 0.125 Uiso calc U . R 1 . .
H H13C 0.8872 0.6676 0.1432 0.125 Uiso calc U . R 1 . .
C C14 0.7343(4) 0.8342(2) 0.22446(10) 0.0278(5) Uani d . . . 1 . .
C C15 0.9494(5) 0.8398(4) 0.22138(16) 0.0597(10) Uani d . . . 1 . .
H H15A 0.9884 0.856 0.1799 0.09 Uiso calc U . R 1 . .
H H15B 1.0027 0.7596 0.2348 0.09 Uiso calc U . R 1 . .
H H15C 0.9959 0.9074 0.2474 0.09 Uiso calc U . R 1 . .
C C16 0.6759(5) 0.7995(3) 0.28760(10) 0.0429(7) Uani d . . . 1 . .
H H16A 0.743 0.8534 0.3164 0.064 Uiso calc U . R 1 . .
H H16B 0.7082 0.7115 0.2954 0.064 Uiso calc U . R 1 . .
H H16C 0.5388 0.8113 0.292 0.064 Uiso calc U . R 1 . .
N N1 0.3422(3) 0.99239(16) 0.04124(8) 0.0197(4) Uani d . . . 1 . .
N N2 0.1807(3) 0.85026(16) -0.00661(8) 0.0215(4) Uani d . . . 1 . .
O O1 0.5736(2) 1.06376(13) 0.11989(7) 0.0234(4) Uani d . . . 1 . .
O O2 0.6347(3) 0.84065(15) 0.12409(7) 0.0393(5) Uani d . . . 1 . .
O O3 0.6629(3) 0.95811(14) 0.20935(7) 0.0321(4) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.467(3) ?
B1 N1 . 1.577(3) ?
B1 C1 3_675 1.622(3) ?
B1 C5 . 1.628(3) ?
B2 O1 . 1.340(3) ?
B2 O2 . 1.367(3) ?
B2 O3 . 1.379(3) ?
C1 N2 . 1.342(3) ?
C1 N1 . 1.351(3) ?
C1 B1 3_675 1.622(3) ?
C2 C3 . 1.353(3) ?
C2 N2 . 1.380(3) ?
C3 N1 . 1.376(3) ?
C4 N2 . 1.465(3) ?
C5 C10 . 1.395(3) ?
C5 C6 . 1.398(3) ?
C6 C7 . 1.392(3) ?
C7 C8 . 1.371(4) ?
C8 C9 . 1.390(4) ?
C9 C10 . 1.391(3) ?
C11 O2 . 1.464(3) ?
C11 C13 . 1.494(4) ?
C11 C12 . 1.533(5) ?
C11 C14 . 1.547(3) ?
C14 O3 . 1.452(3) ?
C14 C16 . 1.512(3) ?
C14 C15 . 1.519(4) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 N1 . . 110.76(17) ?
O1 B1 C1 . 3_675 112.39(18) ?
N1 B1 C1 . 3_675 105.10(17) ?
O1 B1 C5 . . 107.59(16) ?
N1 B1 C5 . . 109.58(17) ?
C1 B1 C5 3_675 . 111.43(17) ?
O1 B2 O2 . . 126.4(2) ?
O1 B2 O3 . . 121.3(2) ?
O2 B2 O3 . . 112.31(19) ?
N2 C1 N1 . . 107.35(18) ?
N2 C1 B1 . 3_675 124.95(18) ?
N1 C1 B1 . 3_675 127.67(18) ?
C3 C2 N2 . . 106.00(19) ?
C2 C3 N1 . . 108.51(19) ?
C10 C5 C6 . . 116.75(19) ?
C10 C5 B1 . . 121.03(18) ?
C6 C5 B1 . . 122.22(18) ?
C7 C6 C5 . . 121.6(2) ?
C8 C7 C6 . . 120.4(2) ?
C7 C8 C9 . . 119.5(2) ?
C8 C9 C10 . . 119.8(2) ?
C9 C10 C5 . . 121.9(2) ?
O2 C11 C13 . . 109.9(2) ?
O2 C11 C12 . . 105.9(2) ?
C13 C11 C12 . . 110.7(3) ?
O2 C11 C14 . . 101.98(19) ?
C13 C11 C14 . . 115.5(3) ?
C12 C11 C14 . . 112.2(3) ?
O3 C14 C16 . . 110.0(2) ?
O3 C14 C15 . . 107.4(2) ?
C16 C14 C15 . . 109.1(2) ?
O3 C14 C11 . . 102.14(18) ?
C16 C14 C11 . . 115.1(2) ?
C15 C14 C11 . . 112.6(3) ?
C1 N1 C3 . . 108.25(18) ?
C1 N1 B1 . . 127.19(18) ?
C3 N1 B1 . . 124.55(17) ?
C1 N2 C2 . . 109.89(17) ?
C1 N2 C4 . . 125.21(19) ?
C2 N2 C4 . . 124.90(19) ?
B2 O1 B1 . . 133.97(18) ?
B2 O2 C11 . . 106.65(17) ?
B2 O3 C14 . . 107.27(17) ?

####################################################################### 
# 
# 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_rei796s
_database_code_depnum_ccdc_archive 'CCDC 1873775'
_audit_update_record             
;
2018-10-17 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H56 B2 N6 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         650.50

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.1816(5)
_cell_length_b                   26.3954(16)
_cell_length_c                   17.1380(11)
_cell_angle_alpha                90
_cell_angle_beta                 99.443(4)
_cell_angle_gamma                90
_cell_volume                     3650.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5596
_cell_measurement_theta_min      3.1042
_cell_measurement_theta_max      66.6058
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408

_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'Incoatec Microfocus Source'
_diffrn_source_type              'Bruker Kappa Duo APEX2'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            24967
_diffrn_reflns_av_R_equivalents  0.0946
_diffrn_reflns_av_unetI/netI     0.0784
_diffrn_reflns_theta_min         3.10
_diffrn_reflns_theta_max         66.92
_diffrn_reflns_theta_full        66.92
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             6292
_reflns_number_gt                4646
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1066
_refine_ls_R_factor_gt           0.0810
_refine_ls_wR_factor_gt          0.2053
_refine_ls_wR_factor_ref         0.2208
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_number_reflns         6292
_refine_ls_number_parameters     443
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0972P)²+5.0687P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.346
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2017)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.7419(5) 0.29387(14) 0.7803(2) 0.0195(8) Uani d . . . 1 . .
B B2 0.5301(5) 0.38844(14) 0.6902(2) 0.0199(8) Uani d . . . 1 . .
C C1 0.8994(4) 0.17154(13) 0.7321(2) 0.0209(7) Uani d . . . 1 . .
C C2 0.8481(5) 0.13584(13) 0.7951(2) 0.0252(8) Uani d . . . 1 . .
H H2A 0.800592 0.155769 0.834123 0.038 Uiso calc U . R 1 . .
H H2B 0.945721 0.11746 0.821669 0.038 Uiso calc U . R 1 . .
H H2C 0.765581 0.111587 0.769596 0.038 Uiso calc U . R 1 . .
C C3 1.0628(4) 0.19746(13) 0.7683(2) 0.0243(8) Uani d . . . 1 . .
H H3A 1.104637 0.217403 0.727593 0.036 Uiso calc U . R 1 . .
H H3B 1.144644 0.171638 0.789005 0.036 Uiso calc U . R 1 . .
H H3C 1.043217 0.219843 0.81149 0.036 Uiso calc U . R 1 . .
C C4 0.9366(5) 0.14189(13) 0.6606(2) 0.0250(8) Uani d . . . 1 . .
H H4A 0.993306 0.164594 0.627581 0.03 Uiso calc U . R 1 . .
H H4B 1.013689 0.113899 0.679308 0.03 Uiso calc U . R 1 . .
C C5 0.7828(5) 0.11982(14) 0.6095(2) 0.0274(8) Uani d . . . 1 . .
H H5A 0.813697 0.102531 0.562728 0.033 Uiso calc U . R 1 . .
H H5B 0.729215 0.094837 0.640167 0.033 Uiso calc U . R 1 . .
C C6 0.6652(5) 0.16332(13) 0.5835(2) 0.0247(8) Uani d . . . 1 . .
H H6A 0.56262 0.149541 0.551868 0.03 Uiso calc U . R 1 . .
H H6B 0.717095 0.186149 0.548776 0.03 Uiso calc U . R 1 . .
C C7 0.6189(4) 0.19427(13) 0.6524(2) 0.0220(7) Uani d . . . 1 . .
C C8 0.5000(4) 0.16437(14) 0.6964(2) 0.0259(8) Uani d . . . 1 . .
H H8A 0.543092 0.130033 0.707611 0.039 Uiso calc U . R 1 . .
H H8B 0.390384 0.162551 0.663406 0.039 Uiso calc U . R 1 . .
H H8C 0.490995 0.181538 0.746252 0.039 Uiso calc U . R 1 . .
C C9 0.5267(4) 0.24149(13) 0.6170(2) 0.0240(8) Uani d . . . 1 . .
H H9A 0.481505 0.259749 0.65845 0.036 Uiso calc U . R 1 . .
H H9B 0.436084 0.231401 0.575169 0.036 Uiso calc U . R 1 . .
H H9C 0.603616 0.263568 0.594678 0.036 Uiso calc U . R 1 . .
C C10 0.8774(4) 0.30757(13) 0.8589(2) 0.0194(7) Uani d . . . 1 . .
C C11 0.9340(4) 0.27140(14) 0.9166(2) 0.0222(7) Uani d . . . 1 . .
H H11 0.88868 0.238199 0.911402 0.027 Uiso calc U . R 1 . .
C C12 1.0546(5) 0.28255(15) 0.9815(2) 0.0273(8) Uani d . . . 1 . .
H H12 1.09152 0.256928 1.019268 0.033 Uiso calc U . R 1 . .
C C13 1.1210(4) 0.33071(14) 0.9913(2) 0.0256(8) Uani d . . . 1 . .
H H13 1.204424 0.338337 1.035154 0.031 Uiso calc U . R 1 . .
C C14 1.0638(4) 0.36778(14) 0.9360(2) 0.0240(8) Uani d . . . 1 . .
H H14 1.1071 0.401185 0.942473 0.029 Uiso calc U . R 1 . .
C C15 0.9437(4) 0.35633(13) 0.8715(2) 0.0218(7) Uani d . . . 1 . .
H H15 0.905356 0.38236 0.834797 0.026 Uiso calc U . R 1 . .
C C16 0.9124(4) 0.31130(13) 0.6678(2) 0.0201(7) Uani d . . . 1 . .
H H16 0.997183 0.287319 0.685184 0.024 Uiso calc U . R 1 . .
C C17 0.8986(4) 0.33941(13) 0.6012(2) 0.0215(7) Uani d . . . 1 . .
H H17 0.970666 0.338873 0.562997 0.026 Uiso calc U . R 1 . .
C C18 0.7022(5) 0.40383(14) 0.5343(2) 0.0254(8) Uani d . . . 1 . .
H H18A 0.633709 0.385307 0.491292 0.038 Uiso calc U . R 1 . .
H H18B 0.79781 0.418617 0.514898 0.038 Uiso calc U . R 1 . .
H H18C 0.636365 0.430882 0.55307 0.038 Uiso calc U . R 1 . .
C C19 0.6907(4) 0.36000(12) 0.66439(19) 0.0177(7) Uani d . . . 1 . .
C C20 0.5550(4) 0.31184(12) 0.78843(19) 0.0173(7) Uani d . . . 1 . .
C C21 0.4986(5) 0.24829(14) 0.8897(2) 0.0244(8) Uani d . . . 1 . .
H H21A 0.57498 0.224763 0.869937 0.037 Uiso calc U . R 1 . .
H H21B 0.398525 0.23003 0.897933 0.037 Uiso calc U . R 1 . .
H H21C 0.552467 0.262917 0.939967 0.037 Uiso calc U . R 1 . .
C C22 0.2985(4) 0.31033(13) 0.8165(2) 0.0214(7) Uani d . . . 1 . .
H H22 0.204332 0.301203 0.839268 0.026 Uiso calc U . R 1 . .
C C23 0.3068(4) 0.34709(13) 0.7623(2) 0.0205(7) Uani d . . . 1 . .
H H23 0.218305 0.368488 0.739601 0.025 Uiso calc U . R 1 . .
C C24 0.3844(4) 0.39864(13) 0.6148(2) 0.0206(7) Uani d . . . 1 . .
C C25 0.3351(4) 0.36217(14) 0.5564(2) 0.0252(8) Uani d . . . 1 . .
H H25 0.381913 0.3292 0.562837 0.03 Uiso calc U . R 1 . .
C C26 0.2198(5) 0.37263(15) 0.4893(2) 0.0263(8) Uani d . . . 1 . .
H H26 0.192308 0.347415 0.449799 0.032 Uiso calc U . R 1 . .
C C27 0.1445(5) 0.42012(15) 0.4801(2) 0.0278(8) Uani d . . . 1 . .
H H27 0.065617 0.427484 0.43434 0.033 Uiso calc U . R 1 . .
C C28 0.1861(5) 0.45637(15) 0.5382(2) 0.0303(9) Uani d . . . 1 . .
H H28 0.133415 0.488556 0.533202 0.036 Uiso calc U . R 1 . .
C C29 0.3054(4) 0.44565(14) 0.6041(2) 0.0263(8) Uani d . . . 1 . .
H H29 0.333831 0.471191 0.642985 0.032 Uiso calc U . R 1 . .
C C30 0.8019(4) 0.48868(13) 0.7632(2) 0.0229(8) Uani d . . . 1 . .
C C31 0.7130(5) 0.53540(14) 0.7222(2) 0.0277(8) Uani d . . . 1 . .
H H31A 0.614654 0.524454 0.685468 0.042 Uiso calc U . R 1 . .
H H31B 0.788306 0.553445 0.692876 0.042 Uiso calc U . R 1 . .
H H31C 0.679486 0.557989 0.7621 0.042 Uiso calc U . R 1 . .
C C32 0.8956(5) 0.46349(14) 0.7036(2) 0.0292(8) Uani d . . . 1 . .
H H32A 0.937707 0.430489 0.724005 0.044 Uiso calc U . R 1 . .
H H32B 0.988687 0.48506 0.695149 0.044 Uiso calc U . R 1 . .
H H32C 0.820719 0.45877 0.653301 0.044 Uiso calc U . R 1 . .
C C33 0.9339(5) 0.50469(14) 0.8334(2) 0.0265(8) Uani d . . . 1 . .
H H33A 1.005172 0.47518 0.851037 0.032 Uiso calc U . R 1 . .
H H33B 1.004932 0.531238 0.815549 0.032 Uiso calc U . R 1 . .
C C34 0.8602(5) 0.52464(14) 0.9025(2) 0.0288(8) Uani d . . . 1 . .
H H34A 0.949439 0.533191 0.946883 0.035 Uiso calc U . R 1 . .
H H34B 0.794992 0.555658 0.886881 0.035 Uiso calc U . R 1 . .
C C35 0.7500(5) 0.48408(13) 0.9276(2) 0.0269(8) Uani d . . . 1 . .
H H35A 0.697789 0.497366 0.971567 0.032 Uiso calc U . R 1 . .
H H35B 0.819732 0.454808 0.948063 0.032 Uiso calc U . R 1 . .
C C36 0.6124(4) 0.46530(13) 0.8616(2) 0.0223(7) Uani d . . . 1 . .
C C37 0.4760(5) 0.50556(14) 0.8433(2) 0.0286(8) Uani d . . . 1 . .
H H37A 0.526709 0.538774 0.838143 0.043 Uiso calc U . R 1 . .
H H37B 0.410836 0.506619 0.886421 0.043 Uiso calc U . R 1 . .
H H37C 0.403475 0.496985 0.793717 0.043 Uiso calc U . R 1 . .
C C38 0.5370(5) 0.41890(13) 0.8943(2) 0.0251(8) Uani d . . . 1 . .
H H38A 0.438177 0.408384 0.857566 0.038 Uiso calc U . R 1 . .
H H38B 0.506226 0.42712 0.945721 0.038 Uiso calc U . R 1 . .
H H38C 0.61811 0.391255 0.900705 0.038 Uiso calc U . R 1 . .
N N1 0.7771(3) 0.21197(10) 0.70233(16) 0.0178(6) Uani d . . . 1 . .
N N2 0.7831(3) 0.32333(10) 0.70605(16) 0.0174(6) Uani d . . . 1 . .
N N3 0.7601(3) 0.36889(11) 0.59961(17) 0.0205(6) Uani d . . . 1 . .
N N4 0.4648(3) 0.34810(10) 0.74597(16) 0.0184(6) Uani d . . . 1 . .
N N5 0.4537(3) 0.28875(10) 0.83207(16) 0.0191(6) Uani d . . . 1 . .
N N6 0.6931(3) 0.44949(11) 0.79227(16) 0.0199(6) Uani d . . . 1 . .
O O1 0.7332(3) 0.23742(8) 0.77060(13) 0.0183(5) Uani d . . . 1 . .
O O2 0.5601(3) 0.43913(9) 0.72663(13) 0.0190(5) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.500(4) ?
B1 N2 . 1.574(5) ?
B1 C20 . 1.628(5) ?
B1 C10 . 1.639(5) ?
B2 O2 . 1.480(4) ?
B2 N4 . 1.581(5) ?
B2 C24 . 1.631(5) ?
B2 C19 . 1.636(5) ?
C1 N1 . 1.494(4) ?
C1 C4 . 1.527(5) ?
C1 C3 . 1.539(5) ?
C1 C2 . 1.542(5) ?
C2 H2A . 0.98 ?
C2 H2B . 0.98 ?
C2 H2C . 0.98 ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 C5 . 1.526(5) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C6 . 1.517(5) ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 C7 . 1.534(5) ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 N1 . 1.504(4) ?
C7 C9 . 1.530(5) ?
C7 C8 . 1.542(5) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 C11 . 1.398(5) ?
C10 C15 . 1.400(5) ?
C11 C12 . 1.392(5) ?
C11 H11 . 0.95 ?
C12 C13 . 1.382(6) ?
C12 H12 . 0.95 ?
C13 C14 . 1.389(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.386(5) ?
C14 H14 . 0.95 ?
C15 H15 . 0.95 ?
C16 C17 . 1.351(5) ?
C16 N2 . 1.370(5) ?
C16 H16 . 0.95 ?
C17 N3 . 1.372(5) ?
C17 H17 . 0.95 ?
C18 N3 . 1.467(4) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 N3 . 1.348(5) ?
C19 N2 . 1.357(4) ?
C20 N4 . 1.347(4) ?
C20 N5 . 1.350(5) ?
C21 N5 . 1.460(4) ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 C23 . 1.352(5) ?
C22 N5 . 1.377(5) ?
C22 H22 . 0.95 ?
C23 N4 . 1.367(5) ?
C23 H23 . 0.95 ?
C24 C29 . 1.397(5) ?
C24 C25 . 1.399(5) ?
C25 C26 . 1.390(5) ?
C25 H25 . 0.95 ?
C26 C27 . 1.394(5) ?
C26 H26 . 0.95 ?
C27 C28 . 1.383(6) ?
C27 H27 . 0.95 ?
C28 C29 . 1.395(5) ?
C28 H28 . 0.95 ?
C29 H29 . 0.95 ?
C30 N6 . 1.502(5) ?
C30 C32 . 1.527(5) ?
C30 C33 . 1.538(5) ?
C30 C31 . 1.542(5) ?
C31 H31A . 0.98 ?
C31 H31B . 0.98 ?
C31 H31C . 0.98 ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 C34 . 1.509(6) ?
C33 H33A . 0.99 ?
C33 H33B . 0.99 ?
C34 C35 . 1.507(5) ?
C34 H34A . 0.99 ?
C34 H34B . 0.99 ?
C35 C36 . 1.541(5) ?
C35 H35A . 0.99 ?
C35 H35B . 0.99 ?
C36 N6 . 1.509(5) ?
C36 C38 . 1.519(5) ?
C36 C37 . 1.536(5) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
N1 O1 . 1.445(4) ?
N6 O2 . 1.456(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 N2 . . 114.4(3) ?
O1 B1 C20 . . 105.7(3) ?
N2 B1 C20 . . 104.7(3) ?
O1 B1 C10 . . 108.9(3) ?
N2 B1 C10 . . 110.5(3) ?
C20 B1 C10 . . 112.5(3) ?
O2 B2 N4 . . 113.8(3) ?
O2 B2 C24 . . 103.5(3) ?
N4 B2 C24 . . 108.3(3) ?
O2 B2 C19 . . 116.4(3) ?
N4 B2 C19 . . 102.7(3) ?
C24 B2 C19 . . 112.1(3) ?
N1 C1 C4 . . 107.6(3) ?
N1 C1 C3 . . 108.0(3) ?
C4 C1 C3 . . 106.1(3) ?
N1 C1 C2 . . 115.6(3) ?
C4 C1 C2 . . 111.2(3) ?
C3 C1 C2 . . 107.9(3) ?
C1 C2 H2A . . 109.5 ?
C1 C2 H2B . . 109.5 ?
H2A C2 H2B . . 109.5 ?
C1 C2 H2C . . 109.5 ?
H2A C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
C1 C3 H3A . . 109.5 ?
C1 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C1 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C5 C4 C1 . . 113.7(3) ?
C5 C4 H4A . . 108.8 ?
C1 C4 H4A . . 108.8 ?
C5 C4 H4B . . 108.8 ?
C1 C4 H4B . . 108.8 ?
H4A C4 H4B . . 107.7 ?
C6 C5 C4 . . 107.7(3) ?
C6 C5 H5A . . 110.2 ?
C4 C5 H5A . . 110.2 ?
C6 C5 H5B . . 110.2 ?
C4 C5 H5B . . 110.2 ?
H5A C5 H5B . . 108.5 ?
C5 C6 C7 . . 113.7(3) ?
C5 C6 H6A . . 108.8 ?
C7 C6 H6A . . 108.8 ?
C5 C6 H6B . . 108.8 ?
C7 C6 H6B . . 108.8 ?
H6A C6 H6B . . 107.7 ?
N1 C7 C9 . . 107.1(3) ?
N1 C7 C6 . . 107.8(3) ?
C9 C7 C6 . . 107.2(3) ?
N1 C7 C8 . . 115.7(3) ?
C9 C7 C8 . . 107.6(3) ?
C6 C7 C8 . . 111.1(3) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C7 C9 H9A . . 109.5 ?
C7 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C7 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C11 C10 C15 . . 116.3(3) ?
C11 C10 B1 . . 122.1(3) ?
C15 C10 B1 . . 121.5(3) ?
C12 C11 C10 . . 122.0(3) ?
C12 C11 H11 . . 119.0 ?
C10 C11 H11 . . 119.0 ?
C13 C12 C11 . . 120.3(3) ?
C13 C12 H12 . . 119.9 ?
C11 C12 H12 . . 119.9 ?
C12 C13 C14 . . 118.9(3) ?
C12 C13 H13 . . 120.5 ?
C14 C13 H13 . . 120.5 ?
C15 C14 C13 . . 120.4(3) ?
C15 C14 H14 . . 119.8 ?
C13 C14 H14 . . 119.8 ?
C14 C15 C10 . . 122.0(3) ?
C14 C15 H15 . . 119.0 ?
C10 C15 H15 . . 119.0 ?
C17 C16 N2 . . 108.2(3) ?
C17 C16 H16 . . 125.9 ?
N2 C16 H16 . . 125.9 ?
C16 C17 N3 . . 106.4(3) ?
C16 C17 H17 . . 126.8 ?
N3 C17 H17 . . 126.8 ?
N3 C18 H18A . . 109.5 ?
N3 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
N3 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
N3 C19 N2 . . 106.5(3) ?
N3 C19 B2 . . 127.5(3) ?
N2 C19 B2 . . 126.0(3) ?
N4 C20 N5 . . 106.8(3) ?
N4 C20 B1 . . 126.8(3) ?
N5 C20 B1 . . 125.9(3) ?
N5 C21 H21A . . 109.5 ?
N5 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
N5 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C23 C22 N5 . . 106.3(3) ?
C23 C22 H22 . . 126.8 ?
N5 C22 H22 . . 126.8 ?
C22 C23 N4 . . 108.1(3) ?
C22 C23 H23 . . 126.0 ?
N4 C23 H23 . . 126.0 ?
C29 C24 C25 . . 116.4(3) ?
C29 C24 B2 . . 120.9(3) ?
C25 C24 B2 . . 122.7(3) ?
C26 C25 C24 . . 122.1(3) ?
C26 C25 H25 . . 118.9 ?
C24 C25 H25 . . 118.9 ?
C25 C26 C27 . . 120.0(3) ?
C25 C26 H26 . . 120.0 ?
C27 C26 H26 . . 120.0 ?
C28 C27 C26 . . 119.2(3) ?
C28 C27 H27 . . 120.4 ?
C26 C27 H27 . . 120.4 ?
C27 C28 C29 . . 120.0(4) ?
C27 C28 H28 . . 120.0 ?
C29 C28 H28 . . 120.0 ?
C28 C29 C24 . . 122.2(3) ?
C28 C29 H29 . . 118.9 ?
C24 C29 H29 . . 118.9 ?
N6 C30 C32 . . 108.2(3) ?
N6 C30 C33 . . 108.0(3) ?
C32 C30 C33 . . 106.1(3) ?
N6 C30 C31 . . 116.2(3) ?
C32 C30 C31 . . 107.1(3) ?
C33 C30 C31 . . 110.8(3) ?
C30 C31 H31A . . 109.5 ?
C30 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C30 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C30 C32 H32A . . 109.5 ?
C30 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C30 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C34 C33 C30 . . 112.9(3) ?
C34 C33 H33A . . 109.0 ?
C30 C33 H33A . . 109.0 ?
C34 C33 H33B . . 109.0 ?
C30 C33 H33B . . 109.0 ?
H33A C33 H33B . . 107.8 ?
C35 C34 C33 . . 108.1(3) ?
C35 C34 H34A . . 110.1 ?
C33 C34 H34A . . 110.1 ?
C35 C34 H34B . . 110.1 ?
C33 C34 H34B . . 110.1 ?
H34A C34 H34B . . 108.4 ?
C34 C35 C36 . . 114.7(3) ?
C34 C35 H35A . . 108.6 ?
C36 C35 H35A . . 108.6 ?
C34 C35 H35B . . 108.6 ?
C36 C35 H35B . . 108.6 ?
H35A C35 H35B . . 107.6 ?
N6 C36 C38 . . 108.9(3) ?
N6 C36 C37 . . 115.3(3) ?
C38 C36 C37 . . 107.9(3) ?
N6 C36 C35 . . 107.8(3) ?
C38 C36 C35 . . 106.3(3) ?
C37 C36 C35 . . 110.2(3) ?
C36 C37 H37A . . 109.5 ?
C36 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C36 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C36 C38 H38A . . 109.5 ?
C36 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C36 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
O1 N1 C1 . . 107.3(2) ?
O1 N1 C7 . . 107.4(2) ?
C1 N1 C7 . . 116.0(3) ?
C19 N2 C16 . . 108.7(3) ?
C19 N2 B1 . . 127.1(3) ?
C16 N2 B1 . . 123.8(3) ?
C19 N3 C17 . . 110.1(3) ?
C19 N3 C18 . . 127.7(3) ?
C17 N3 C18 . . 122.3(3) ?
C20 N4 C23 . . 109.2(3) ?
C20 N4 B2 . . 126.5(3) ?
C23 N4 B2 . . 124.2(3) ?
C20 N5 C22 . . 109.7(3) ?
C20 N5 C21 . . 126.6(3) ?
C22 N5 C21 . . 123.7(3) ?
O2 N6 C30 . . 106.3(2) ?
O2 N6 C36 . . 107.0(2) ?
C30 N6 C36 . . 115.5(3) ?
N1 O1 B1 . . 122.6(2) ?
N6 O2 B2 . . 123.1(2) ?

