# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sf15b_a
_database_code_depnum_ccdc_archive 'CCDC 2080357'
loop_
_audit_author_name
_audit_author_address
'andrea mazzanti'
;University of bologna
Italy
;
_audit_update_record             
;
2021-04-27 deposited with the CCDC.	2021-06-07 downloaded from the CCDC.
;
_audit_creation_date             07/03/2019
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'compound 5'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H32 B N'
_chemical_formula_weight         465.41

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.5407(6)
_cell_length_b                   8.4893(5)
_cell_length_c                   27.6625(15)
_cell_angle_alpha                90
_cell_angle_beta                 98.960(2)
_cell_angle_gamma                90
_cell_volume                     2677.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1466
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      27.04

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.350
_exptl_absorpt_coefficient_mu    0.065
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36617
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.512
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5218
_reflns_number_gt                4720
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0634P)²+0.7797P] 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         5218
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1344
_refine_ls_wR_factor_gt          0.1312
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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
N001 N 0.29918(10) 0.74757(13) 0.65886(4) 0.0399(3) Uani 1 1 d . . . . .
C17 C 0.15636(12) 0.54080(16) 0.61290(5) 0.0406(3) Uani 1 1 d . . . . .
C23 C 0.29780(11) 0.72064(16) 0.56406(5) 0.0387(3) Uani 1 1 d . . . . .
C1 C 0.40510(12) 0.83377(15) 0.67153(5) 0.0403(3) Uani 1 1 d . . . . .
C18 C 0.18030(13) 0.40544(17) 0.64187(5) 0.0456(3) Uani 1 1 d . . . . .
C2 C 0.51720(12) 0.80668(17) 0.65725(5) 0.0432(3) Uani 1 1 d . . . . .
C24 C 0.33173(12) 0.60807(17) 0.53147(5) 0.0425(3) Uani 1 1 d . . . . .
C16 C 0.22485(13) 0.79629(17) 0.69299(5) 0.0458(3) Uani 1 1 d . . . . .
C11 C 0.27955(15) 0.91896(17) 0.72165(5) 0.0503(4) Uani 1 1 d . . . . .
C25 C 0.37283(13) 0.6563(2) 0.48940(5) 0.0506(4) Uani 1 1 d . . . . .
H25 H 0.3989 0.5806 0.4693 0.061 Uiso 1 1 calc R U . . .
C10 C 0.39278(14) 0.94275(16) 0.70761(5) 0.0473(3) Uani 1 1 d . . . . .
C28 C 0.29841(13) 0.88018(17) 0.55008(5) 0.0458(3) Uani 1 1 d . . . . .
C22 C 0.04618(13) 0.5525(2) 0.58269(6) 0.0508(4) Uani 1 1 d . . . . .
C7 C 0.60903(14) 0.91157(19) 0.67726(5) 0.0524(4) Uani 1 1 d . . . . .
C3 C 0.54678(13) 0.6788(2) 0.62927(5) 0.0524(4) Uani 1 1 d . . . . .
H3 H 0.4891 0.6068 0.6168 0.063 Uiso 1 1 calc R U . . .
C27 C 0.33656(14) 0.92188(19) 0.50661(6) 0.0552(4) Uani 1 1 d . . . . .
H27 H 0.3351 1.0276 0.4977 0.066 Uiso 1 1 calc R U . . .
C19 C 0.09673(16) 0.2878(2) 0.64017(7) 0.0606(4) Uani 1 1 d . . . . .
H19 H 0.1139 0.1985 0.6594 0.073 Uiso 1 1 calc R U . . .
C26 C 0.37642(14) 0.8129(2) 0.47622(5) 0.0543(4) Uani 1 1 d . . . . .
C33 C 0.32651(16) 0.43325(18) 0.54074(6) 0.0567(4) Uani 1 1 d . . . . .
H33A H 0.2462 0.4014 0.5391 0.085 Uiso 1 1 calc R U . . .
H33B H 0.3689 0.4096 0.5726 0.085 Uiso 1 1 calc R U . . .
H33C H 0.3612 0.3775 0.5164 0.085 Uiso 1 1 calc R U . . .
C8 C 0.58822(17) 1.0346(2) 0.70917(6) 0.0629(5) Uani 1 1 d . . . . .
H8 H 0.6471 1.1078 0.7191 0.075 Uiso 1 1 calc R U . . .
C32 C 0.25329(17) 1.00982(19) 0.57938(7) 0.0623(4) Uani 1 1 d . . . . .
H32A H 0.3168 1.0514 0.6024 0.093 Uiso 1 1 calc R U . . .
H32B H 0.1940 0.9684 0.5967 0.093 Uiso 1 1 calc R U . . .
H32C H 0.2203 1.0922 0.5577 0.093 Uiso 1 1 calc R U . . .
C9 C 0.48430(17) 1.04791(19) 0.72549(6) 0.0609(5) Uani 1 1 d . . . . .
H9 H 0.4732 1.1251 0.7482 0.073 Uiso 1 1 calc R U . . .
B1 B 0.25342(13) 0.67088(17) 0.61285(6) 0.0376(3) Uani 1 1 d . . . . .
C15 C 0.11466(16) 0.7433(2) 0.69979(7) 0.0639(5) Uani 1 1 d . . . . .
H15 H 0.0767 0.6635 0.6804 0.077 Uiso 1 1 calc R U . . .
C29 C 0.29603(17) 0.3785(2) 0.67423(7) 0.0682(5) Uani 1 1 d . . . . .
H29A H 0.2922 0.4184 0.7064 0.102 Uiso 1 1 calc R U . . .
H29B H 0.3570 0.4322 0.6608 0.102 Uiso 1 1 calc R U . . .
H29C H 0.3128 0.2677 0.6761 0.102 Uiso 1 1 calc R U . . .
C5 C 0.74741(16) 0.7638(3) 0.63811(7) 0.0726(6) Uani 1 1 d . . . . .
H5 H 0.8229 0.7502 0.6310 0.087 Uiso 1 1 calc R U . . .
C31 C 0.01198(16) 0.6956(3) 0.55167(8) 0.0730(5) Uani 1 1 d . . . . .
H31A H -0.0689 0.6875 0.5371 0.110 Uiso 1 1 calc R U . . .
H31B H 0.0600 0.7022 0.5264 0.110 Uiso 1 1 calc R U . . .
H31C H 0.0230 0.7883 0.5717 0.110 Uiso 1 1 calc R U . . .
C6 C 0.72316(15) 0.8856(3) 0.66610(7) 0.0673(5) Uani 1 1 d . . . . .
H6 H 0.7831 0.9546 0.6784 0.081 Uiso 1 1 calc R U . . .
C12 C 0.22521(19) 0.9881(2) 0.75778(6) 0.0691(5) Uani 1 1 d . . . . .
H12 H 0.2615 1.0700 0.7767 0.083 Uiso 1 1 calc R U . . .
C21 C -0.03445(15) 0.4316(3) 0.58291(7) 0.0700(5) Uani 1 1 d . . . . .
H21 H -0.1073 0.4408 0.5633 0.084 Uiso 1 1 calc R U . . .
C4 C 0.65874(15) 0.6584(3) 0.61994(6) 0.0674(5) Uani 1 1 d . . . . .
H4 H 0.6759 0.5730 0.6012 0.081 Uiso 1 1 calc R U . . .
C20 C -0.01065(17) 0.2986(3) 0.61103(8) 0.0749(6) Uani 1 1 d . . . . .
C34 C 0.41929(18) 0.8623(3) 0.42966(7) 0.0747(6) Uani 1 1 d . . . . .
H34A H 0.3950 0.9685 0.4217 0.112 Uiso 1 1 calc R U . . .
H34B H 0.3868 0.7934 0.4035 0.112 Uiso 1 1 calc R U . . .
H34C H 0.5033 0.8562 0.4342 0.112 Uiso 1 1 calc R U . . .
C14 C 0.0633(2) 0.8134(3) 0.73633(8) 0.0832(6) Uani 1 1 d . . . . .
H14 H -0.0100 0.7784 0.7418 0.100 Uiso 1 1 calc R U . . .
C13 C 0.1178(2) 0.9341(3) 0.76504(8) 0.0841(6) Uani 1 1 d . . . . .
H13 H 0.0810 0.9785 0.7894 0.101 Uiso 1 1 calc R U . . .
C30 C -0.0989(3) 0.1662(4) 0.61051(14) 0.1426(13) Uani 1 1 d . . . . .
H30A H -0.0656 0.0833 0.6319 0.214 Uiso 1 1 calc R U . . .
H30B H -0.1188 0.1261 0.5778 0.214 Uiso 1 1 calc R U . . .
H30C H -0.1684 0.2053 0.6215 0.214 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
N001 C1 1.4209(17) . ?
N001 C16 1.4320(17) . ?
N001 B1 1.4538(18) . ?
C17 C18 1.404(2) . ?
C17 C22 1.412(2) . ?
C17 B1 1.5731(19) . ?
C23 C28 1.4088(19) . ?
C23 C24 1.4105(19) . ?
C23 B1 1.5740(19) . ?
C1 C10 1.3844(19) . ?
C1 C2 1.429(2) . ?
C18 C19 1.384(2) . ?
C18 C29 1.505(2) . ?
C2 C3 1.406(2) . ?
C2 C7 1.428(2) . ?
C24 C25 1.385(2) . ?
C24 C33 1.509(2) . ?
C16 C15 1.389(2) . ?
C16 C11 1.398(2) . ?
C11 C12 1.390(2) . ?
C11 C10 1.434(2) . ?
C25 C26 1.381(2) . ?
C25 H25 0.9300 . ?
C10 C9 1.412(2) . ?
C28 C27 1.389(2) . ?
C28 C32 1.507(2) . ?
C22 C21 1.386(2) . ?
C22 C31 1.504(3) . ?
C7 C8 1.412(3) . ?
C7 C6 1.416(3) . ?
C3 C4 1.368(2) . ?
C3 H3 0.9300 . ?
C27 C26 1.376(2) . ?
C27 H27 0.9300 . ?
C19 C20 1.372(3) . ?
C19 H19 0.9300 . ?
C26 C34 1.509(2) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C8 C9 1.350(3) . ?
C8 H8 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C9 H9 0.9300 . ?
C15 C14 1.384(2) . ?
C15 H15 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C5 C6 1.347(3) . ?
C5 C4 1.393(3) . ?
C5 H5 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C6 H6 0.9300 . ?
C12 C13 1.366(3) . ?
C12 H12 0.9300 . ?
C21 C20 1.374(3) . ?
C21 H21 0.9300 . ?
C4 H4 0.9300 . ?
C20 C30 1.516(3) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C14 C13 1.386(3) . ?
C14 H14 0.9300 . ?
C13 H13 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N001 C16 105.63(11) . . ?
C1 N001 B1 128.88(11) . . ?
C16 N001 B1 122.23(12) . . ?
C18 C17 C22 118.32(13) . . ?
C18 C17 B1 119.89(12) . . ?
C22 C17 B1 121.73(13) . . ?
C28 C23 C24 117.52(12) . . ?
C28 C23 B1 120.64(12) . . ?
C24 C23 B1 121.74(12) . . ?
C10 C1 N001 109.93(12) . . ?
C10 C1 C2 120.38(13) . . ?
N001 C1 C2 129.06(12) . . ?
C19 C18 C17 119.81(15) . . ?
C19 C18 C29 117.37(15) . . ?
C17 C18 C29 122.79(13) . . ?
C3 C2 C7 117.75(14) . . ?
C3 C2 C1 125.76(13) . . ?
C7 C2 C1 116.22(14) . . ?
C25 C24 C23 120.13(13) . . ?
C25 C24 C33 117.50(13) . . ?
C23 C24 C33 122.37(13) . . ?
C15 C16 C11 120.42(14) . . ?
C15 C16 N001 130.61(14) . . ?
C11 C16 N001 108.96(13) . . ?
C12 C11 C16 120.51(16) . . ?
C12 C11 C10 131.86(16) . . ?
C16 C11 C10 107.53(13) . . ?
C26 C25 C24 122.33(15) . . ?
C26 C25 H25 118.8 . . ?
C24 C25 H25 118.8 . . ?
C1 C10 C9 121.32(15) . . ?
C1 C10 C11 107.53(13) . . ?
C9 C10 C11 131.10(15) . . ?
C27 C28 C23 119.89(14) . . ?
C27 C28 C32 117.53(14) . . ?
C23 C28 C32 122.51(13) . . ?
C21 C22 C17 119.25(16) . . ?
C21 C22 C31 118.94(16) . . ?
C17 C22 C31 121.76(14) . . ?
C8 C7 C6 120.39(15) . . ?
C8 C7 C2 121.02(15) . . ?
C6 C7 C2 118.53(16) . . ?
C4 C3 C2 121.31(16) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C26 C27 C28 122.59(15) . . ?
C26 C27 H27 118.7 . . ?
C28 C27 H27 118.7 . . ?
C20 C19 C18 122.17(17) . . ?
C20 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C27 C26 C25 117.33(14) . . ?
C27 C26 C34 121.34(17) . . ?
C25 C26 C34 121.31(17) . . ?
C24 C33 H33A 109.5 . . ?
C24 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C24 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C9 C8 C7 121.14(15) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C28 C32 H32A 109.5 . . ?
C28 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C28 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C8 C9 C10 119.00(15) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N001 B1 C17 118.37(12) . . ?
N001 B1 C23 120.54(12) . . ?
C17 B1 C23 121.06(12) . . ?
C14 C15 C16 117.75(18) . . ?
C14 C15 H15 121.1 . . ?
C16 C15 H15 121.1 . . ?
C18 C29 H29A 109.5 . . ?
C18 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C18 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C6 C5 C4 119.60(18) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C22 C31 H31A 109.5 . . ?
C22 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C22 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C5 C6 C7 121.90(16) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C13 C12 C11 119.05(18) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C20 C21 C22 122.39(17) . . ?
C20 C21 H21 118.8 . . ?
C22 C21 H21 118.8 . . ?
C3 C4 C5 120.84(19) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C19 C20 C21 118.03(16) . . ?
C19 C20 C30 120.0(2) . . ?
C21 C20 C30 121.9(2) . . ?
C26 C34 H34A 109.5 . . ?
C26 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C26 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C15 C14 C13 121.9(2) . . ?
C15 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C12 C13 C14 120.37(17) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C20 C30 H30A 109.5 . . ?
C20 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C20 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N001 C1 C10 -6.50(15) . . . . ?
B1 N001 C1 C10 153.06(13) . . . . ?
C16 N001 C1 C2 164.36(13) . . . . ?
B1 N001 C1 C2 -36.1(2) . . . . ?
C22 C17 C18 C19 0.1(2) . . . . ?
B1 C17 C18 C19 -177.07(13) . . . . ?
C22 C17 C18 C29 178.13(15) . . . . ?
B1 C17 C18 C29 0.9(2) . . . . ?
C10 C1 C2 C3 165.74(14) . . . . ?
N001 C1 C2 C3 -4.3(2) . . . . ?
C10 C1 C2 C7 -8.10(19) . . . . ?
N001 C1 C2 C7 -178.12(12) . . . . ?
C28 C23 C24 C25 5.1(2) . . . . ?
B1 C23 C24 C25 -178.56(13) . . . . ?
C28 C23 C24 C33 -175.63(14) . . . . ?
B1 C23 C24 C33 0.7(2) . . . . ?
C1 N001 C16 C15 -175.27(17) . . . . ?
B1 N001 C16 C15 23.5(2) . . . . ?
C1 N001 C16 C11 5.94(15) . . . . ?
B1 N001 C16 C11 -155.31(13) . . . . ?
C15 C16 C11 C12 0.9(2) . . . . ?
N001 C16 C11 C12 179.85(14) . . . . ?
C15 C16 C11 C10 177.78(15) . . . . ?
N001 C16 C11 C10 -3.28(16) . . . . ?
C23 C24 C25 C26 -3.6(2) . . . . ?
C33 C24 C25 C26 177.08(15) . . . . ?
N001 C1 C10 C9 -177.62(13) . . . . ?
C2 C1 C10 C9 10.6(2) . . . . ?
N001 C1 C10 C11 4.59(15) . . . . ?
C2 C1 C10 C11 -167.18(12) . . . . ?
C12 C11 C10 C1 175.60(17) . . . . ?
C16 C11 C10 C1 -0.77(16) . . . . ?
C12 C11 C10 C9 -1.9(3) . . . . ?
C16 C11 C10 C9 -178.26(15) . . . . ?
C24 C23 C28 C27 -2.8(2) . . . . ?
B1 C23 C28 C27 -179.23(13) . . . . ?
C24 C23 C28 C32 174.09(14) . . . . ?
B1 C23 C28 C32 -2.3(2) . . . . ?
C18 C17 C22 C21 0.5(2) . . . . ?
B1 C17 C22 C21 177.67(15) . . . . ?
C18 C17 C22 C31 178.10(15) . . . . ?
B1 C17 C22 C31 -4.8(2) . . . . ?
C3 C2 C7 C8 -174.53(14) . . . . ?
C1 C2 C7 C8 -0.2(2) . . . . ?
C3 C2 C7 C6 2.8(2) . . . . ?
C1 C2 C7 C6 177.16(13) . . . . ?
C7 C2 C3 C4 -2.3(2) . . . . ?
C1 C2 C3 C4 -176.07(15) . . . . ?
C23 C28 C27 C26 -1.1(2) . . . . ?
C32 C28 C27 C26 -178.15(15) . . . . ?
C17 C18 C19 C20 -0.4(3) . . . . ?
C29 C18 C19 C20 -178.47(18) . . . . ?
C28 C27 C26 C25 2.7(2) . . . . ?
C28 C27 C26 C34 -178.91(15) . . . . ?
C24 C25 C26 C27 -0.3(2) . . . . ?
C24 C25 C26 C34 -178.73(15) . . . . ?
C6 C7 C8 C9 -170.85(15) . . . . ?
C2 C7 C8 C9 6.4(2) . . . . ?
C7 C8 C9 C10 -4.2(2) . . . . ?
C1 C10 C9 C8 -4.3(2) . . . . ?
C11 C10 C9 C8 172.94(16) . . . . ?
C1 N001 B1 C17 161.19(13) . . . . ?
C16 N001 B1 C17 -42.24(18) . . . . ?
C1 N001 B1 C23 -20.5(2) . . . . ?
C16 N001 B1 C23 136.11(13) . . . . ?
C18 C17 B1 N001 -59.91(17) . . . . ?
C22 C17 B1 N001 123.00(15) . . . . ?
C18 C17 B1 C23 121.75(14) . . . . ?
C22 C17 B1 C23 -55.35(19) . . . . ?
C28 C23 B1 N001 -51.06(19) . . . . ?
C24 C23 B1 N001 132.69(14) . . . . ?
C28 C23 B1 C17 127.25(14) . . . . ?
C24 C23 B1 C17 -49.00(19) . . . . ?
C11 C16 C15 C14 -1.5(3) . . . . ?
N001 C16 C15 C14 179.82(17) . . . . ?
C4 C5 C6 C7 -0.9(3) . . . . ?
C8 C7 C6 C5 176.08(16) . . . . ?
C2 C7 C6 C5 -1.3(2) . . . . ?
C16 C11 C12 C13 0.3(3) . . . . ?
C10 C11 C12 C13 -175.72(18) . . . . ?
C17 C22 C21 C20 -1.0(3) . . . . ?
C31 C22 C21 C20 -178.66(19) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C6 C5 C4 C3 1.4(3) . . . . ?
C18 C19 C20 C21 -0.1(3) . . . . ?
C18 C19 C20 C30 179.9(2) . . . . ?
C22 C21 C20 C19 0.8(3) . . . . ?
C22 C21 C20 C30 -179.2(2) . . . . ?
C16 C15 C14 C13 1.0(3) . . . . ?
C11 C12 C13 C14 -0.8(3) . . . . ?
C15 C14 C13 C12 0.2(4) . . . . ?

_refine_diff_density_max         0.245
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.029

####################################################################### 
# 
# 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_SF-8ipr-benzocarbazol-mesetile_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2080359'
loop_
_audit_author_name
_audit_author_address
'andrea mazzanti'
;University of bologna
Italy
;
_audit_update_record             
;
2021-04-27 deposited with the CCDC.	2021-06-07 downloaded from the CCDC.
;
_audit_creation_date             07/18/2019
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'compound 6'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H38 B1 N1'
_chemical_formula_weight         507.49

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   15.957(3)
_cell_length_b                   8.378(2)
_cell_length_c                   22.580(5)
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 104.29(3)
_cell_angle_gamma                90.00(3)
_cell_volume                     2925.2(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    676
_cell_measurement_theta_min      1.95
_cell_measurement_theta_max      21.45

_exptl_crystal_description       brick
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   0.967
_exptl_transmission_factor_max   0.983
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.065
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37031
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.532
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5136
_reflns_number_gt                4716
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0651P)²+1.7643P] 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         5136
_refine_ls_number_parameters     360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1529
_refine_ls_wR_factor_gt          0.1498
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.021
_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
N001 N 0.21911(10) 0.76631(18) 0.31913(7) 0.0305(4) Uani 1 1 d . . . . .
C16 C 0.16401(11) 0.8239(2) 0.26380(8) 0.0316(4) Uani 1 1 d . . . . .
C1 C 0.19210(12) 0.8466(2) 0.36656(8) 0.0309(4) Uani 1 1 d . . . . .
C17 C 0.38634(12) 0.7330(2) 0.36734(8) 0.0318(4) Uani 1 1 d . . . . .
C23 C 0.30047(11) 0.5514(2) 0.27096(8) 0.0306(4) Uani 1 1 d . . . . .
C24 C 0.24541(12) 0.4186(2) 0.26737(9) 0.0338(4) Uani 1 1 d . . . . .
C11 C 0.11026(11) 0.9440(2) 0.27663(8) 0.0320(4) Uani 1 1 d . . . . .
C12 C 0.05466(12) 1.0278(2) 0.22993(9) 0.0366(4) Uani 1 1 d . . . . .
H12 H 0.0190 1.1068 0.2392 0.044 Uiso 1 1 calc R U . . .
C10 C 0.12792(12) 0.9559(2) 0.34202(9) 0.0337(4) Uani 1 1 d . . . . .
C28 C 0.35945(12) 0.5530(2) 0.23345(9) 0.0363(4) Uani 1 1 d . . . . .
C22 C 0.41159(13) 0.8944(2) 0.37488(9) 0.0358(4) Uani 1 1 d . . . . .
C2 C 0.21552(12) 0.8148(2) 0.43071(9) 0.0347(4) Uani 1 1 d . . . . .
C25 C 0.25105(13) 0.2935(2) 0.22835(9) 0.0398(5) Uani 1 1 d . . . . .
H25 H 0.2146 0.2061 0.2267 0.048 Uiso 1 1 calc R U . . .
C18 C 0.44351(12) 0.6174(2) 0.40008(9) 0.0360(4) Uani 1 1 d . . . . .
C13 C 0.05231(13) 0.9938(3) 0.16987(9) 0.0388(5) Uani 1 1 d . . . . .
C19 C 0.51939(13) 0.6642(3) 0.44062(9) 0.0429(5) Uani 1 1 d . . . . .
H19 H 0.5552 0.5866 0.4632 0.052 Uiso 1 1 calc R U . . .
C15 C 0.16143(13) 0.7862(3) 0.20325(9) 0.0414(5) Uani 1 1 d . . . . .
H15 H 0.1964 0.7062 0.1938 0.050 Uiso 1 1 calc R U . . .
C21 C 0.48969(14) 0.9347(3) 0.41502(10) 0.0435(5) Uani 1 1 d . . . . .
H21 H 0.5058 1.0416 0.4191 0.052 Uiso 1 1 calc R U . . .
C9 C 0.08989(14) 1.0520(3) 0.37953(10) 0.0442(5) Uani 1 1 d . . . . .
H9 H 0.0480 1.1271 0.3624 0.053 Uiso 1 1 calc R U . . .
C27 C 0.36198(14) 0.4260(3) 0.19480(10) 0.0447(5) Uani 1 1 d . . . . .
H27 H 0.4006 0.4293 0.1700 0.054 Uiso 1 1 calc R U . . .
C7 C 0.17553(14) 0.9144(3) 0.46768(9) 0.0419(5) Uani 1 1 d . . . . .
C3 C 0.26864(13) 0.6900(3) 0.45956(9) 0.0432(5) Uani 1 1 d . . . . .
H3 H 0.2931 0.6211 0.4362 0.052 Uiso 1 1 calc R U . . .
C20 C 0.54393(13) 0.8231(3) 0.44879(9) 0.0444(5) Uani 1 1 d . . . . .
C14 C 0.10564(14) 0.8708(3) 0.15797(9) 0.0455(5) Uani 1 1 d . . . . .
H14 H 0.1031 0.8453 0.1175 0.055 Uiso 1 1 calc R U . . .
C8 C 0.11525(16) 1.0334(3) 0.44093(10) 0.0506(6) Uani 1 1 d . . . . .
H8 H 0.0926 1.1001 0.4660 0.061 Uiso 1 1 calc R U . . .
C26 C 0.30892(15) 0.2943(3) 0.19190(10) 0.0447(5) Uani 1 1 d . . . . .
C34 C 0.35972(15) 1.0264(3) 0.33825(11) 0.0493(6) Uani 1 1 d . . . . .
H34A H 0.3163 1.0619 0.3581 0.074 Uiso 1 1 calc R U . . .
H34B H 0.3324 0.9880 0.2981 0.074 Uiso 1 1 calc R U . . .
H34C H 0.3973 1.1139 0.3352 0.074 Uiso 1 1 calc R U . . .
C35 C 0.18165(15) 0.4017(3) 0.30649(11) 0.0533(6) Uani 1 1 d . . . . .
H35A H 0.1310 0.4639 0.2893 0.080 Uiso 1 1 calc R U . . .
H35B H 0.2077 0.4388 0.3471 0.080 Uiso 1 1 calc R U . . .
H35C H 0.1658 0.2915 0.3080 0.080 Uiso 1 1 calc R U . . .
C32 C 0.42624(16) 0.4405(3) 0.39261(11) 0.0520(6) Uani 1 1 d . . . . .
H32A H 0.4313 0.4073 0.3529 0.078 Uiso 1 1 calc R U . . .
H32B H 0.3689 0.4181 0.3966 0.078 Uiso 1 1 calc R U . . .
H32C H 0.4675 0.3835 0.4235 0.078 Uiso 1 1 calc R U . . .
C29 C -0.00301(14) 1.0908(3) 0.11818(10) 0.0479(5) Uani 1 1 d . . . . .
H29 H -0.0426 1.1553 0.1353 0.058 Uiso 1 1 calc R U . . .
C31 C -0.05732(16) 0.9887(3) 0.06791(10) 0.0563(6) Uani 1 1 d . . . . .
H31A H -0.0202 0.9230 0.0506 0.085 Uiso 1 1 calc R U . . .
H31B H -0.0914 1.0561 0.0367 0.085 Uiso 1 1 calc R U . . .
H31C H -0.0949 0.9220 0.0845 0.085 Uiso 1 1 calc R U . . .
C4 C 0.28530(16) 0.6673(3) 0.52121(10) 0.0565(6) Uani 1 1 d . . . . .
H4 H 0.3209 0.5837 0.5392 0.068 Uiso 1 1 calc R U . . .
C5 C 0.24941(17) 0.7686(4) 0.55742(11) 0.0620(7) Uani 1 1 d . . . . .
H5 H 0.2624 0.7541 0.5995 0.074 Uiso 1 1 calc R U . . .
C6 C 0.19584(16) 0.8876(3) 0.53126(10) 0.0551(6) Uani 1 1 d . . . . .
H6 H 0.1718 0.9535 0.5558 0.066 Uiso 1 1 calc R U . . .
B1 B 0.30041(14) 0.6849(2) 0.31983(9) 0.0301(4) Uani 1 1 d . . . . .
C37 C 0.41916(17) 0.6923(3) 0.23251(12) 0.0586(7) Uani 1 1 d . . . . .
H37A H 0.4424 0.6846 0.1972 0.088 Uiso 1 1 calc R U . . .
H37B H 0.4656 0.6906 0.2688 0.088 Uiso 1 1 calc R U . . .
H37C H 0.3875 0.7903 0.2309 0.088 Uiso 1 1 calc R U . . .
C33 C 0.62924(16) 0.8696(4) 0.49072(12) 0.0658(7) Uani 1 1 d . . . . .
H33A H 0.6735 0.8663 0.4687 0.099 Uiso 1 1 calc R U . . .
H33B H 0.6434 0.7965 0.5245 0.099 Uiso 1 1 calc R U . . .
H33C H 0.6252 0.9757 0.5058 0.099 Uiso 1 1 calc R U . . .
C36 C 0.3143(2) 0.1547(3) 0.15096(14) 0.0769(9) Uani 1 1 d . . . . .
H36A H 0.2863 0.0639 0.1635 0.115 Uiso 1 1 calc R U . . .
H36B H 0.3739 0.1298 0.1538 0.115 Uiso 1 1 calc R U . . .
H36C H 0.2861 0.1815 0.1095 0.115 Uiso 1 1 calc R U . . .
C30 C 0.0531(2) 1.2050(4) 0.09200(14) 0.0758(9) Uani 1 1 d . . . . .
H30A H 0.0829 1.2762 0.1235 0.114 Uiso 1 1 calc R U . . .
H30B H 0.0171 1.2657 0.0594 0.114 Uiso 1 1 calc R U . . .
H30C H 0.0944 1.1451 0.0766 0.114 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
N001 C1 1.419(2) . ?
N001 C16 1.423(2) . ?
N001 B1 1.462(3) . ?
C16 C15 1.394(3) . ?
C16 C11 1.398(3) . ?
C1 C10 1.383(3) . ?
C1 C2 1.429(3) . ?
C17 C18 1.409(3) . ?
C17 C22 1.409(3) . ?
C17 B1 1.571(3) . ?
C23 C28 1.413(3) . ?
C23 C24 1.408(3) . ?
C23 B1 1.571(3) . ?
C24 C25 1.386(3) . ?
C24 C35 1.510(3) . ?
C11 C12 1.389(3) . ?
C11 C10 1.437(3) . ?
C12 C13 1.377(3) . ?
C12 H12 0.9300 . ?
C10 C9 1.410(3) . ?
C28 C27 1.383(3) . ?
C28 C37 1.510(3) . ?
C22 C21 1.390(3) . ?
C22 C34 1.502(3) . ?
C2 C3 1.401(3) . ?
C2 C7 1.437(3) . ?
C25 C26 1.380(3) . ?
C25 H25 0.9300 . ?
C18 C19 1.382(3) . ?
C18 C32 1.509(3) . ?
C13 C14 1.404(3) . ?
C13 C29 1.514(3) . ?
C19 C20 1.387(3) . ?
C19 H19 0.9300 . ?
C15 C14 1.375(3) . ?
C15 H15 0.9300 . ?
C21 C20 1.371(3) . ?
C21 H21 0.9300 . ?
C9 C8 1.354(3) . ?
C9 H9 0.9300 . ?
C27 C26 1.383(3) . ?
C27 H27 0.9300 . ?
C7 C6 1.410(3) . ?
C7 C8 1.413(3) . ?
C3 C4 1.364(3) . ?
C3 H3 0.9300 . ?
C20 C33 1.505(3) . ?
C14 H14 0.9300 . ?
C8 H8 0.9300 . ?
C26 C36 1.506(3) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C29 C31 1.512(3) . ?
C29 C30 1.526(4) . ?
C29 H29 0.9800 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C4 C5 1.395(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.351(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N001 C16 105.35(15) . . ?
C1 N001 B1 130.32(16) . . ?
C16 N001 B1 121.46(15) . . ?
C15 C16 C11 119.69(18) . . ?
C15 C16 N001 130.28(17) . . ?
C11 C16 N001 109.88(16) . . ?
C10 C1 N001 110.14(16) . . ?
C10 C1 C2 120.81(17) . . ?
N001 C1 C2 128.63(17) . . ?
C18 C17 C22 117.88(18) . . ?
C18 C17 B1 121.68(17) . . ?
C22 C17 B1 120.26(17) . . ?
C28 C23 C24 118.13(17) . . ?
C28 C23 B1 122.01(17) . . ?
C24 C23 B1 119.64(16) . . ?
C25 C24 C23 119.79(18) . . ?
C25 C24 C35 117.36(18) . . ?
C23 C24 C35 122.80(17) . . ?
C12 C11 C16 121.05(17) . . ?
C12 C11 C10 132.20(17) . . ?
C16 C11 C10 106.74(16) . . ?
C13 C12 C11 120.01(18) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C1 C10 C9 121.55(18) . . ?
C1 C10 C11 107.69(16) . . ?
C9 C10 C11 130.74(18) . . ?
C27 C28 C23 119.89(19) . . ?
C27 C28 C37 117.96(19) . . ?
C23 C28 C37 122.13(18) . . ?
C21 C22 C17 119.71(19) . . ?
C21 C22 C34 117.64(19) . . ?
C17 C22 C34 122.55(18) . . ?
C3 C2 C1 125.98(18) . . ?
C3 C2 C7 117.89(18) . . ?
C1 C2 C7 115.99(18) . . ?
C26 C25 C24 122.22(19) . . ?
C26 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
C19 C18 C17 120.03(19) . . ?
C19 C18 C32 117.30(19) . . ?
C17 C18 C32 122.67(18) . . ?
C12 C13 C14 118.02(18) . . ?
C12 C13 C29 121.12(18) . . ?
C14 C13 C29 120.80(18) . . ?
C18 C19 C20 122.2(2) . . ?
C18 C19 H19 118.9 . . ?
C20 C19 H19 118.9 . . ?
C14 C15 C16 118.00(18) . . ?
C14 C15 H15 121.0 . . ?
C16 C15 H15 121.0 . . ?
C20 C21 C22 122.6(2) . . ?
C20 C21 H21 118.7 . . ?
C22 C21 H21 118.7 . . ?
C8 C9 C10 119.0(2) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C28 C27 C26 122.08(19) . . ?
C28 C27 H27 119.0 . . ?
C26 C27 H27 119.0 . . ?
C6 C7 C8 120.6(2) . . ?
C6 C7 C2 118.4(2) . . ?
C8 C7 C2 120.96(19) . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C21 C20 C19 117.52(19) . . ?
C21 C20 C33 121.5(2) . . ?
C19 C20 C33 120.9(2) . . ?
C15 C14 C13 123.21(19) . . ?
C15 C14 H14 118.4 . . ?
C13 C14 H14 118.4 . . ?
C9 C8 C7 121.3(2) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C25 C26 C27 117.87(19) . . ?
C25 C26 C36 120.7(2) . . ?
C27 C26 C36 121.5(2) . . ?
C22 C34 H34A 109.5 . . ?
C22 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C22 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C24 C35 H35A 109.5 . . ?
C24 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C24 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C18 C32 H32A 109.5 . . ?
C18 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C18 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C13 C29 C31 113.09(19) . . ?
C13 C29 C30 110.44(19) . . ?
C31 C29 C30 110.3(2) . . ?
C13 C29 H29 107.6 . . ?
C31 C29 H29 107.6 . . ?
C30 C29 H29 107.6 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C3 C4 C5 120.5(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 121.6(2) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
N001 B1 C17 120.68(16) . . ?
N001 B1 C23 118.60(17) . . ?
C17 B1 C23 120.70(16) . . ?
C28 C37 H37A 109.5 . . ?
C28 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C28 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C20 C33 H33A 109.5 . . ?
C20 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C20 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C26 C36 H36A 109.5 . . ?
C26 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C26 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N001 C16 C15 180.0(2) . . . . ?
B1 N001 C16 C15 17.3(3) . . . . ?
C1 N001 C16 C11 4.6(2) . . . . ?
B1 N001 C16 C11 -158.04(16) . . . . ?
C16 N001 C1 C10 -3.9(2) . . . . ?
B1 N001 C1 C10 156.66(18) . . . . ?
C16 N001 C1 C2 168.61(18) . . . . ?
B1 N001 C1 C2 -30.8(3) . . . . ?
C28 C23 C24 C25 0.8(3) . . . . ?
B1 C23 C24 C25 -173.94(18) . . . . ?
C28 C23 C24 C35 178.23(19) . . . . ?
B1 C23 C24 C35 3.4(3) . . . . ?
C15 C16 C11 C12 -0.6(3) . . . . ?
N001 C16 C11 C12 175.32(17) . . . . ?
C15 C16 C11 C10 -179.57(18) . . . . ?
N001 C16 C11 C10 -3.7(2) . . . . ?
C16 C11 C12 C13 -0.4(3) . . . . ?
C10 C11 C12 C13 178.2(2) . . . . ?
N001 C1 C10 C9 -179.88(18) . . . . ?
C2 C1 C10 C9 6.9(3) . . . . ?
N001 C1 C10 C11 1.7(2) . . . . ?
C2 C1 C10 C11 -171.44(16) . . . . ?
C12 C11 C10 C1 -177.6(2) . . . . ?
C16 C11 C10 C1 1.2(2) . . . . ?
C12 C11 C10 C9 4.2(4) . . . . ?
C16 C11 C10 C9 -177.0(2) . . . . ?
C24 C23 C28 C27 -0.2(3) . . . . ?
B1 C23 C28 C27 174.47(18) . . . . ?
C24 C23 C28 C37 178.0(2) . . . . ?
B1 C23 C28 C37 -7.3(3) . . . . ?
C18 C17 C22 C21 -1.8(3) . . . . ?
B1 C17 C22 C21 -177.05(17) . . . . ?
C18 C17 C22 C34 174.45(18) . . . . ?
B1 C17 C22 C34 -0.8(3) . . . . ?
C10 C1 C2 C3 168.94(19) . . . . ?
N001 C1 C2 C3 -2.9(3) . . . . ?
C10 C1 C2 C7 -6.5(3) . . . . ?
N001 C1 C2 C7 -178.28(18) . . . . ?
C23 C24 C25 C26 -0.5(3) . . . . ?
C35 C24 C25 C26 -178.0(2) . . . . ?
C22 C17 C18 C19 3.5(3) . . . . ?
B1 C17 C18 C19 178.69(17) . . . . ?
C22 C17 C18 C32 -175.91(19) . . . . ?
B1 C17 C18 C32 -0.7(3) . . . . ?
C11 C12 C13 C14 1.6(3) . . . . ?
C11 C12 C13 C29 -175.70(19) . . . . ?
C17 C18 C19 C20 -2.8(3) . . . . ?
C32 C18 C19 C20 176.7(2) . . . . ?
C11 C16 C15 C14 0.4(3) . . . . ?
N001 C16 C15 C14 -174.5(2) . . . . ?
C17 C22 C21 C20 -0.8(3) . . . . ?
C34 C22 C21 C20 -177.21(19) . . . . ?
C1 C10 C9 C8 -1.9(3) . . . . ?
C11 C10 C9 C8 176.1(2) . . . . ?
C23 C28 C27 C26 -0.9(3) . . . . ?
C37 C28 C27 C26 -179.1(2) . . . . ?
C3 C2 C7 C6 3.8(3) . . . . ?
C1 C2 C7 C6 179.57(19) . . . . ?
C3 C2 C7 C8 -174.3(2) . . . . ?
C1 C2 C7 C8 1.5(3) . . . . ?
C1 C2 C3 C4 -178.2(2) . . . . ?
C7 C2 C3 C4 -2.9(3) . . . . ?
C22 C21 C20 C19 1.6(3) . . . . ?
C22 C21 C20 C33 178.4(2) . . . . ?
C18 C19 C20 C21 0.2(3) . . . . ?
C18 C19 C20 C33 -176.6(2) . . . . ?
C16 C15 C14 C13 0.8(3) . . . . ?
C12 C13 C14 C15 -1.8(3) . . . . ?
C29 C13 C14 C15 175.5(2) . . . . ?
C10 C9 C8 C7 -3.3(4) . . . . ?
C6 C7 C8 C9 -174.7(2) . . . . ?
C2 C7 C8 C9 3.4(3) . . . . ?
C24 C25 C26 C27 -0.5(3) . . . . ?
C24 C25 C26 C36 178.8(2) . . . . ?
C28 C27 C26 C25 1.2(3) . . . . ?
C28 C27 C26 C36 -178.1(2) . . . . ?
C12 C13 C29 C31 -131.8(2) . . . . ?
C14 C13 C29 C31 51.0(3) . . . . ?
C12 C13 C29 C30 104.1(3) . . . . ?
C14 C13 C29 C30 -73.1(3) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 C6 1.8(4) . . . . ?
C4 C5 C6 C7 -0.8(4) . . . . ?
C8 C7 C6 C5 176.1(2) . . . . ?
C2 C7 C6 C5 -2.0(4) . . . . ?
C1 N001 B1 C17 -25.7(3) . . . . ?
C16 N001 B1 C17 132.17(18) . . . . ?
C1 N001 B1 C23 155.85(18) . . . . ?
C16 N001 B1 C23 -46.3(2) . . . . ?
C18 C17 B1 N001 134.87(19) . . . . ?
C22 C17 B1 N001 -50.1(3) . . . . ?
C18 C17 B1 C23 -46.7(3) . . . . ?
C22 C17 B1 C23 128.35(19) . . . . ?
C28 C23 B1 N001 127.75(19) . . . . ?
C24 C23 B1 N001 -57.7(2) . . . . ?
C28 C23 B1 C17 -50.7(3) . . . . ?
C24 C23 B1 C17 123.89(19) . . . . ?

_refine_diff_density_max         0.270
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_pm1_a
_database_code_depnum_ccdc_archive 'CCDC 2080358'
loop_
_audit_author_name
_audit_author_address
'andrea mazzanti'
;University of bologna
Italy
;
_audit_update_record             
;
2021-04-27 deposited with the CCDC.	2021-06-07 downloaded from the CCDC.
;
_audit_creation_date             01/10/2020
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'compound 7'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H34 B N O'
_chemical_formula_weight         495.44

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/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   13.0781(10)
_cell_length_b                   8.4879(6)
_cell_length_c                   25.5536(19)
_cell_angle_alpha                90
_cell_angle_beta                 93.325(2)
_cell_angle_gamma                90
_cell_volume                     2831.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    667
_cell_measurement_theta_min      1.56
_cell_measurement_theta_max      21.5

_exptl_crystal_description       brick
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   0.970
_exptl_transmission_factor_max   0.981
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.350
_exptl_absorpt_coefficient_mu    0.068
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39480
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.596
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             5507
_reflns_number_gt                5051
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0678P)²+0.9105P] 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         5507
_refine_ls_number_parameters     350
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1339
_refine_ls_wR_factor_gt          0.1306
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
N001 N 0.67643(8) 0.25163(13) 0.35235(4) 0.0345(2) Uani 1 1 d . . . . .
O1 O 0.71456(11) 0.03754(19) 0.14897(5) 0.0759(4) Uani 1 1 d . . . . .
C003 C 0.80821(10) 0.47518(15) 0.36076(5) 0.0356(3) Uani 1 1 d . . . . .
C004 C 0.79069(10) 0.25938(15) 0.44099(5) 0.0355(3) Uani 1 1 d . . . . .
C005 C 0.59152(9) 0.16083(15) 0.36572(5) 0.0357(3) Uani 1 1 d . . . . .
C006 C 0.81409(10) 0.09747(15) 0.44634(5) 0.0363(3) Uani 1 1 d . . . . .
C007 C 0.62290(10) 0.09947(16) 0.28098(5) 0.0383(3) Uani 1 1 d . . . . .
C008 C 0.53518(10) 0.16846(16) 0.41188(5) 0.0388(3) Uani 1 1 d . . . . .
C009 C 0.69104(10) 0.21738(16) 0.29847(5) 0.0362(3) Uani 1 1 d . . . . .
C00A C 0.91536(10) 0.48313(16) 0.35666(5) 0.0394(3) Uani 1 1 d . . . . .
C00B C 0.55835(10) 0.06651(16) 0.32341(6) 0.0398(3) Uani 1 1 d . . . . .
C00C C 0.74756(11) 0.59556(16) 0.33698(5) 0.0407(3) Uani 1 1 d . . . . .
C00D C 0.85282(11) 0.03902(17) 0.49423(6) 0.0431(3) Uani 1 1 d . . . . .
H00D H 0.8698 -0.0672 0.4968 0.052 Uiso 1 1 calc R U . . .
C00E C 0.62687(11) 0.03443(18) 0.23068(6) 0.0468(3) Uani 1 1 d . . . . .
H00E H 0.5818 -0.0449 0.2193 0.056 Uiso 1 1 calc R U . . .
C00F C 0.76317(11) 0.27496(18) 0.26489(5) 0.0437(3) Uani 1 1 d . . . . .
H00F H 0.8088 0.3540 0.2758 0.052 Uiso 1 1 calc R U . . .
C00G C 0.80933(11) 0.35629(17) 0.48564(6) 0.0449(3) Uani 1 1 d . . . . .
C00H C 0.95695(11) 0.60223(18) 0.32744(6) 0.0456(3) Uani 1 1 d . . . . .
H00H H 1.0275 0.6048 0.3245 0.055 Uiso 1 1 calc R U . . .
C00I C 0.55222(11) 0.27715(18) 0.45318(6) 0.0446(3) Uani 1 1 d . . . . .
H00I H 0.6050 0.3501 0.4517 0.054 Uiso 1 1 calc R U . . .
C00J C 0.47385(11) -0.03572(19) 0.32648(7) 0.0499(4) Uani 1 1 d . . . . .
H00J H 0.4530 -0.0993 0.2982 0.060 Uiso 1 1 calc R U . . .
C00K C 0.80309(12) -0.01668(17) 0.40126(6) 0.0466(3) Uani 1 1 d . . . . .
H00A H 0.8408 -0.1110 0.4100 0.070 Uiso 1 1 calc R U . . .
H00B H 0.8294 0.0304 0.3706 0.070 Uiso 1 1 calc R U . . .
H00C H 0.7321 -0.0422 0.3944 0.070 Uiso 1 1 calc R U . . .
C00L C 0.89728(13) 0.71706(18) 0.30256(6) 0.0484(4) Uani 1 1 d . . . . .
C00M C 0.86713(11) 0.1326(2) 0.53819(6) 0.0479(4) Uani 1 1 d . . . . .
C00N C 0.45065(10) 0.06239(18) 0.41413(6) 0.0464(3) Uani 1 1 d . . . . .
C00O C 0.79263(12) 0.71251(17) 0.30842(6) 0.0464(3) Uani 1 1 d . . . . .
H00O H 0.7514 0.7905 0.2927 0.056 Uiso 1 1 calc R U . . .
C00P C 0.42377(11) -0.03953(19) 0.37129(7) 0.0541(4) Uani 1 1 d . . . . .
H00P H 0.3703 -0.1107 0.3742 0.065 Uiso 1 1 calc R U . . .
C00Q C 0.76488(12) 0.2118(2) 0.21540(6) 0.0480(4) Uani 1 1 d . . . . .
H00Q H 0.8114 0.2510 0.1925 0.058 Uiso 1 1 calc R U . . .
C00R C 0.84496(12) 0.2908(2) 0.53302(6) 0.0514(4) Uani 1 1 d . . . . .
H00R H 0.8542 0.3557 0.5622 0.062 Uiso 1 1 calc R U . . .
C00S C 0.69917(12) 0.0912(2) 0.19864(6) 0.0491(4) Uani 1 1 d . . . . .
B1 B 0.75576(11) 0.32901(17) 0.38589(6) 0.0344(3) Uani 1 1 d . . . . .
C00U C 0.41224(13) 0.1681(2) 0.49827(7) 0.0592(5) Uani 1 1 d . . . . .
H00U H 0.3728 0.1668 0.5274 0.071 Uiso 1 1 calc R U . . .
C00V C 0.39227(12) 0.0651(2) 0.45881(7) 0.0565(4) Uani 1 1 d . . . . .
H00V H 0.3386 -0.0060 0.4611 0.068 Uiso 1 1 calc R U . . .
C00W C 0.49234(14) 0.2773(2) 0.49548(7) 0.0547(4) Uani 1 1 d . . . . .
H00W H 0.5048 0.3498 0.5224 0.066 Uiso 1 1 calc R U . . .
C00X C 0.63295(13) 0.6044(2) 0.34201(9) 0.0652(5) Uani 1 1 d . . . . .
H00G H 0.6113 0.7124 0.3401 0.098 Uiso 1 1 calc R U . . .
H00K H 0.6162 0.5605 0.3751 0.098 Uiso 1 1 calc R U . . .
H00L H 0.5987 0.5458 0.3140 0.098 Uiso 1 1 calc R U . . .
C00Y C 0.98713(12) 0.3606(2) 0.38061(8) 0.0598(4) Uani 1 1 d . . . . .
H00M H 1.0555 0.3811 0.3706 0.090 Uiso 1 1 calc R U . . .
H00N H 0.9660 0.2580 0.3684 0.090 Uiso 1 1 calc R U . . .
H00S H 0.9857 0.3645 0.4181 0.090 Uiso 1 1 calc R U . . .
C00Z C 0.78992(18) 0.5312(2) 0.48394(7) 0.0695(5) Uani 1 1 d . . . . .
H00T H 0.7859 0.5705 0.5190 0.104 Uiso 1 1 calc R U . . .
H00$ H 0.7266 0.5518 0.4643 0.104 Uiso 1 1 calc R U . . .
H00 H 0.8449 0.5829 0.4675 0.104 Uiso 1 1 calc R U . . .
C010 C 0.90409(17) 0.0630(3) 0.59030(7) 0.0727(5) Uani 1 1 d . . . . .
H01A H 0.8464 0.0264 0.6085 0.109 Uiso 1 1 calc R U . . .
H01B H 0.9401 0.1421 0.6110 0.109 Uiso 1 1 calc R U . . .
H01C H 0.9493 -0.0236 0.5846 0.109 Uiso 1 1 calc R U . . .
C011 C 0.94383(17) 0.8444(3) 0.27056(9) 0.0772(6) Uani 1 1 d . . . . .
H01D H 0.9875 0.9094 0.2930 0.116 Uiso 1 1 calc R U . . .
H01E H 0.8904 0.9077 0.2541 0.116 Uiso 1 1 calc R U . . .
H01F H 0.9833 0.7972 0.2442 0.116 Uiso 1 1 calc R U . . .
C012 C 0.6546(3) -0.0900(4) 0.13088(10) 0.1276(13) Uani 1 1 d . . . . .
H01G H 0.6651 -0.1774 0.1544 0.191 Uiso 1 1 calc R U . . .
H01H H 0.6740 -0.1199 0.0966 0.191 Uiso 1 1 calc R U . . .
H01I H 0.5837 -0.0604 0.1292 0.191 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
N001 C005 1.4100(16) . ?
N001 C009 1.4307(16) . ?
N001 B1 1.4627(18) . ?
O1 C00S 1.3743(18) . ?
O1 C012 1.400(3) . ?
C003 C00C 1.4094(19) . ?
C003 C00A 1.4129(18) . ?
C003 B1 1.5727(19) . ?
C004 C006 1.4129(19) . ?
C004 C00G 1.4161(19) . ?
C004 B1 1.570(2) . ?
C005 C00B 1.3942(19) . ?
C005 C008 1.4281(19) . ?
C006 C00D 1.3887(19) . ?
C006 C00K 1.5057(19) . ?
C007 C009 1.3961(19) . ?
C007 C00E 1.403(2) . ?
C007 C00B 1.440(2) . ?
C008 C00I 1.410(2) . ?
C008 C00N 1.4294(19) . ?
C009 C00F 1.3996(19) . ?
C00A C00H 1.387(2) . ?
C00A C00Y 1.507(2) . ?
C00B C00J 1.4108(19) . ?
C00C C00O 1.384(2) . ?
C00C C00X 1.514(2) . ?
C00D C00M 1.380(2) . ?
C00D H00D 0.9300 . ?
C00E C00S 1.373(2) . ?
C00E H00E 0.9300 . ?
C00F C00Q 1.375(2) . ?
C00F H00F 0.9300 . ?
C00G C00R 1.388(2) . ?
C00G C00Z 1.507(2) . ?
C00H C00L 1.380(2) . ?
C00H H00H 0.9300 . ?
C00I C00W 1.371(2) . ?
C00I H00I 0.9300 . ?
C00J C00P 1.352(2) . ?
C00J H00J 0.9300 . ?
C00K H00A 0.9600 . ?
C00K H00B 0.9600 . ?
C00K H00C 0.9600 . ?
C00L C00O 1.386(2) . ?
C00L C011 1.505(2) . ?
C00M C00R 1.378(2) . ?
C00M C010 1.510(2) . ?
C00N C00V 1.410(2) . ?
C00N C00P 1.423(2) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?
C00Q C00S 1.388(2) . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00U C00V 1.349(3) . ?
C00U C00W 1.403(3) . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9300 . ?
C00W H00W 0.9300 . ?
C00X H00G 0.9600 . ?
C00X H00K 0.9600 . ?
C00X H00L 0.9600 . ?
C00Y H00M 0.9600 . ?
C00Y H00N 0.9600 . ?
C00Y H00S 0.9600 . ?
C00Z H00T 0.9600 . ?
C00Z H00$ 0.9600 . ?
C00Z H00 0.9600 . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 0.9600 . ?
C011 H01D 0.9600 . ?
C011 H01E 0.9600 . ?
C011 H01F 0.9600 . ?
C012 H01G 0.9600 . ?
C012 H01H 0.9600 . ?
C012 H01I 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C005 N001 C009 105.86(10) . . ?
C005 N001 B1 130.18(11) . . ?
C009 N001 B1 121.70(11) . . ?
C00S O1 C012 116.91(16) . . ?
C00C C003 C00A 117.98(12) . . ?
C00C C003 B1 120.01(12) . . ?
C00A C003 B1 121.73(12) . . ?
C006 C004 C00G 117.44(12) . . ?
C006 C004 B1 120.20(11) . . ?
C00G C004 B1 122.09(12) . . ?
C00B C005 N001 109.87(11) . . ?
C00B C005 C008 120.96(12) . . ?
N001 C005 C008 128.82(12) . . ?
C00D C006 C004 119.91(12) . . ?
C00D C006 C00K 117.26(12) . . ?
C004 C006 C00K 122.78(12) . . ?
C009 C007 C00E 121.24(13) . . ?
C009 C007 C00B 106.83(12) . . ?
C00E C007 C00B 131.92(13) . . ?
C00I C008 C005 125.54(12) . . ?
C00I C008 C00N 118.11(13) . . ?
C005 C008 C00N 116.23(13) . . ?
C007 C009 C00F 119.64(12) . . ?
C007 C009 N001 109.59(11) . . ?
C00F C009 N001 130.64(12) . . ?
C00H C00A C003 119.77(13) . . ?
C00H C00A C00Y 117.86(13) . . ?
C003 C00A C00Y 122.28(13) . . ?
C005 C00B C00J 121.30(14) . . ?
C005 C00B C007 107.62(12) . . ?
C00J C00B C007 131.06(13) . . ?
C00O C00C C003 120.08(13) . . ?
C00O C00C C00X 117.62(13) . . ?
C003 C00C C00X 122.30(13) . . ?
C00M C00D C006 122.49(14) . . ?
C00M C00D H00D 118.8 . . ?
C006 C00D H00D 118.8 . . ?
C00S C00E C007 118.12(14) . . ?
C00S C00E H00E 120.9 . . ?
C007 C00E H00E 120.9 . . ?
C00Q C00F C009 118.37(14) . . ?
C00Q C00F H00F 120.8 . . ?
C009 C00F H00F 120.8 . . ?
C00R C00G C004 120.22(14) . . ?
C00R C00G C00Z 117.86(14) . . ?
C004 C00G C00Z 121.90(14) . . ?
C00L C00H C00A 122.26(14) . . ?
C00L C00H H00H 118.9 . . ?
C00A C00H H00H 118.9 . . ?
C00W C00I C008 121.19(15) . . ?
C00W C00I H00I 119.4 . . ?
C008 C00I H00I 119.4 . . ?
C00P C00J C00B 118.77(15) . . ?
C00P C00J H00J 120.6 . . ?
C00B C00J H00J 120.6 . . ?
C006 C00K H00A 109.5 . . ?
C006 C00K H00B 109.5 . . ?
H00A C00K H00B 109.5 . . ?
C006 C00K H00C 109.5 . . ?
H00A C00K H00C 109.5 . . ?
H00B C00K H00C 109.5 . . ?
C00H C00L C00O 117.78(13) . . ?
C00H C00L C011 121.43(16) . . ?
C00O C00L C011 120.79(16) . . ?
C00R C00M C00D 117.70(14) . . ?
C00R C00M C010 121.35(15) . . ?
C00D C00M C010 120.94(16) . . ?
C00V C00N C00P 120.77(14) . . ?
C00V C00N C008 118.59(15) . . ?
C00P C00N C008 120.59(14) . . ?
C00C C00O C00L 122.03(14) . . ?
C00C C00O H00O 119.0 . . ?
C00L C00O H00O 119.0 . . ?
C00J C00P C00N 121.78(14) . . ?
C00J C00P H00P 119.1 . . ?
C00N C00P H00P 119.1 . . ?
C00F C00Q C00S 121.90(14) . . ?
C00F C00Q H00Q 119.0 . . ?
C00S C00Q H00Q 119.0 . . ?
C00M C00R C00G 122.14(14) . . ?
C00M C00R H00R 118.9 . . ?
C00G C00R H00R 118.9 . . ?
C00E C00S O1 125.22(15) . . ?
C00E C00S C00Q 120.68(13) . . ?
O1 C00S C00Q 114.10(14) . . ?
N001 B1 C004 121.07(11) . . ?
N001 B1 C003 115.23(11) . . ?
C004 B1 C003 123.50(11) . . ?
C00V C00U C00W 120.18(15) . . ?
C00V C00U H00U 119.9 . . ?
C00W C00U H00U 119.9 . . ?
C00U C00V C00N 121.70(15) . . ?
C00U C00V H00V 119.1 . . ?
C00N C00V H00V 119.1 . . ?
C00I C00W C00U 120.12(17) . . ?
C00I C00W H00W 119.9 . . ?
C00U C00W H00W 119.9 . . ?
C00C C00X H00G 109.5 . . ?
C00C C00X H00K 109.5 . . ?
H00G C00X H00K 109.5 . . ?
C00C C00X H00L 109.5 . . ?
H00G C00X H00L 109.5 . . ?
H00K C00X H00L 109.5 . . ?
C00A C00Y H00M 109.5 . . ?
C00A C00Y H00N 109.5 . . ?
H00M C00Y H00N 109.5 . . ?
C00A C00Y H00S 109.5 . . ?
H00M C00Y H00S 109.5 . . ?
H00N C00Y H00S 109.5 . . ?
C00G C00Z H00T 109.5 . . ?
C00G C00Z H00$ 109.5 . . ?
H00T C00Z H00$ 109.5 . . ?
C00G C00Z H00 109.5 . . ?
H00T C00Z H00 109.5 . . ?
H00$ C00Z H00 109.5 . . ?
C00M C010 H01A 109.5 . . ?
C00M C010 H01B 109.5 . . ?
H01A C010 H01B 109.5 . . ?
C00M C010 H01C 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C00L C011 H01D 109.5 . . ?
C00L C011 H01E 109.5 . . ?
H01D C011 H01E 109.5 . . ?
C00L C011 H01F 109.5 . . ?
H01D C011 H01F 109.5 . . ?
H01E C011 H01F 109.5 . . ?
O1 C012 H01G 109.5 . . ?
O1 C012 H01H 109.5 . . ?
H01G C012 H01H 109.5 . . ?
O1 C012 H01I 109.5 . . ?
H01G C012 H01I 109.5 . . ?
H01H C012 H01I 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C009 N001 C005 C00B 3.60(14) . . . . ?
B1 N001 C005 C00B -159.11(13) . . . . ?
C009 N001 C005 C008 -169.46(13) . . . . ?
B1 N001 C005 C008 27.8(2) . . . . ?
C00G C004 C006 C00D 0.63(19) . . . . ?
B1 C004 C006 C00D 174.80(12) . . . . ?
C00G C004 C006 C00K -176.74(13) . . . . ?
B1 C004 C006 C00K -2.56(19) . . . . ?
C00B C005 C008 C00I -169.42(13) . . . . ?
N001 C005 C008 C00I 3.0(2) . . . . ?
C00B C005 C008 C00N 6.47(19) . . . . ?
N001 C005 C008 C00N 178.86(12) . . . . ?
C00E C007 C009 C00F 1.6(2) . . . . ?
C00B C007 C009 C00F -179.36(12) . . . . ?
C00E C007 C009 N001 -174.66(12) . . . . ?
C00B C007 C009 N001 4.38(14) . . . . ?
C005 N001 C009 C007 -4.95(14) . . . . ?
B1 N001 C009 C007 159.57(12) . . . . ?
C005 N001 C009 C00F 179.34(14) . . . . ?
B1 N001 C009 C00F -16.1(2) . . . . ?
C00C C003 C00A C00H -3.47(19) . . . . ?
B1 C003 C00A C00H 170.41(13) . . . . ?
C00C C003 C00A C00Y -179.95(14) . . . . ?
B1 C003 C00A C00Y -6.1(2) . . . . ?
N001 C005 C00B C00J -179.76(12) . . . . ?
C008 C005 C00B C00J -6.1(2) . . . . ?
N001 C005 C00B C007 -0.99(15) . . . . ?
C008 C005 C00B C007 172.70(11) . . . . ?
C009 C007 C00B C005 -2.10(15) . . . . ?
C00E C007 C00B C005 176.80(14) . . . . ?
C009 C007 C00B C00J 176.51(14) . . . . ?
C00E C007 C00B C00J -4.6(3) . . . . ?
C00A C003 C00C C00O 3.17(19) . . . . ?
B1 C003 C00C C00O -170.81(12) . . . . ?
C00A C003 C00C C00X -175.88(14) . . . . ?
B1 C003 C00C C00X 10.1(2) . . . . ?
C004 C006 C00D C00M 1.9(2) . . . . ?
C00K C006 C00D C00M 179.44(13) . . . . ?
C009 C007 C00E C00S -0.7(2) . . . . ?
C00B C007 C00E C00S -179.49(14) . . . . ?
C007 C009 C00F C00Q -0.5(2) . . . . ?
N001 C009 C00F C00Q 174.90(13) . . . . ?
C006 C004 C00G C00R -2.8(2) . . . . ?
B1 C004 C00G C00R -176.82(13) . . . . ?
C006 C004 C00G C00Z 178.29(15) . . . . ?
B1 C004 C00G C00Z 4.2(2) . . . . ?
C003 C00A C00H C00L 1.3(2) . . . . ?
C00Y C00A C00H C00L 177.91(15) . . . . ?
C005 C008 C00I C00W 178.53(14) . . . . ?
C00N C008 C00I C00W 2.7(2) . . . . ?
C005 C00B C00J C00P 1.0(2) . . . . ?
C007 C00B C00J C00P -177.47(15) . . . . ?
C00A C00H C00L C00O 1.3(2) . . . . ?
C00A C00H C00L C011 -179.36(16) . . . . ?
C006 C00D C00M C00R -2.3(2) . . . . ?
C006 C00D C00M C010 176.69(15) . . . . ?
C00I C008 C00N C00V -3.7(2) . . . . ?
C005 C008 C00N C00V -179.91(13) . . . . ?
C00I C008 C00N C00P 173.97(13) . . . . ?
C005 C008 C00N C00P -2.2(2) . . . . ?
C003 C00C C00O C00L -0.6(2) . . . . ?
C00X C00C C00O C00L 178.45(15) . . . . ?
C00H C00L C00O C00C -1.6(2) . . . . ?
C011 C00L C00O C00C 179.03(16) . . . . ?
C00B C00J C00P C00N 3.4(2) . . . . ?
C00V C00N C00P C00J 174.93(15) . . . . ?
C008 C00N C00P C00J -2.7(2) . . . . ?
C009 C00F C00Q C00S -1.5(2) . . . . ?
C00D C00M C00R C00G 0.0(2) . . . . ?
C010 C00M C00R C00G -178.93(16) . . . . ?
C004 C00G C00R C00M 2.5(2) . . . . ?
C00Z C00G C00R C00M -178.51(17) . . . . ?
C007 C00E C00S O1 178.32(15) . . . . ?
C007 C00E C00S C00Q -1.3(2) . . . . ?
C012 O1 C00S C00E -3.1(3) . . . . ?
C012 O1 C00S C00Q 176.5(2) . . . . ?
C00F C00Q C00S C00E 2.5(2) . . . . ?
C00F C00Q C00S O1 -177.17(15) . . . . ?
C005 N001 B1 C004 30.5(2) . . . . ?
C009 N001 B1 C004 -129.85(13) . . . . ?
C005 N001 B1 C003 -154.44(12) . . . . ?
C009 N001 B1 C003 45.19(16) . . . . ?
C006 C004 B1 N001 47.79(18) . . . . ?
C00G C004 B1 N001 -138.32(13) . . . . ?
C006 C004 B1 C003 -126.84(14) . . . . ?
C00G C004 B1 C003 47.06(19) . . . . ?
C00C C003 B1 N001 50.08(17) . . . . ?
C00A C003 B1 N001 -123.67(13) . . . . ?
C00C C003 B1 C004 -135.01(13) . . . . ?
C00A C003 B1 C004 51.24(18) . . . . ?
C00W C00U C00V C00N 0.5(2) . . . . ?
C00P C00N C00V C00U -175.48(15) . . . . ?
C008 C00N C00V C00U 2.2(2) . . . . ?
C008 C00I C00W C00U -0.1(2) . . . . ?
C00V C00U C00W C00I -1.6(2) . . . . ?

_refine_diff_density_max         0.214
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_boro-carbazolo-ipr_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2080360'
loop_
_audit_author_name
_audit_author_address
'andrea mazzanti'
;University of bologna
Italy
;
_audit_update_record             
;
2021-04-27 deposited with the CCDC.	2021-06-07 downloaded from the CCDC.
;
_audit_creation_date             07/18/2019
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'compound 2'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H36 B N'
_chemical_formula_weight         457.44

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   9.81(5)
_cell_length_b                   11.79(5)
_cell_length_c                   23.06(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.61(10)
_cell_angle_gamma                90
_cell_volume                     2666(21)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    206
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      25.09

_exptl_crystal_description       brick
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   0.983
_exptl_transmission_factor_max   0.992
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.064
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22831
_diffrn_reflns_av_unetI/netI     0.0995
_diffrn_reflns_av_R_equivalents  0.1153
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.940
_diffrn_reflns_theta_max         24.917
_diffrn_reflns_theta_full        24.917
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.966
_reflns_number_total             4495
_reflns_number_gt                3004
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0499P)²+9.5587P] 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         4495
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1913
_refine_ls_R_factor_gt           0.1319
_refine_ls_wR_factor_ref         0.2858
_refine_ls_wR_factor_gt          0.2645
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_restrained_S_all      1.184
_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
N001 N 0.2761(4) 0.2575(4) 0.49871(19) 0.0351(11) Uani 1 1 d . . . . .
C1 C 0.1436(5) 0.2281(5) 0.4773(2) 0.0367(13) Uani 1 1 d . . . . .
C33 C 0.3608(6) 0.2497(4) 0.4513(2) 0.0355(13) Uani 1 1 d . . . . .
C21 C 0.4636(5) 0.2446(4) 0.5795(2) 0.0335(13) Uani 1 1 d . . . . .
C6 C 0.1444(6) 0.2059(4) 0.4190(3) 0.0394(14) Uani 1 1 d . . . . .
C13 C 0.1629(5) 0.4539(5) 0.5778(3) 0.0408(14) Uani 1 1 d . . . . .
C26 C 0.5648(5) 0.3197(5) 0.6005(2) 0.0357(13) Uani 1 1 d . . . . .
C12 C 0.2162(5) 0.3479(5) 0.5963(2) 0.0355(13) Uani 1 1 d . . . . .
C7 C 0.2830(6) 0.2229(4) 0.4018(2) 0.0388(14) Uani 1 1 d . . . . .
C22 C 0.4932(5) 0.1286(4) 0.5789(2) 0.0368(13) Uani 1 1 d . . . . .
C17 C 0.1836(6) 0.3099(5) 0.6508(3) 0.0436(15) Uani 1 1 d . . . . .
C11 C 0.4985(6) 0.2745(5) 0.4479(2) 0.0395(14) Uani 1 1 d . . . . .
H11 H 0.5514 0.2943 0.4808 0.047 Uiso 1 1 calc R U . . .
C23 C 0.6215(6) 0.0910(5) 0.5993(3) 0.0430(15) Uani 1 1 d . . . . .
H23 H 0.6395 0.0136 0.5995 0.052 Uiso 1 1 calc R U . . .
C14 C 0.0779(6) 0.5138(6) 0.6122(3) 0.0537(17) Uani 1 1 d . . . . .
H14 H 0.0428 0.5828 0.5989 0.064 Uiso 1 1 calc R U . . .
C5 C 0.0263(6) 0.1688(5) 0.3896(3) 0.0531(17) Uani 1 1 d . . . . .
H5 H 0.0263 0.1529 0.3501 0.064 Uiso 1 1 calc R U . . .
C24 C 0.7215(6) 0.1640(5) 0.6190(3) 0.0448(15) Uani 1 1 d . . . . .
C25 C 0.6919(6) 0.2779(5) 0.6190(3) 0.0455(15) Uani 1 1 d . . . . .
H25 H 0.7591 0.3287 0.6319 0.055 Uiso 1 1 calc R U . . .
C10 C 0.5535(6) 0.2690(5) 0.3951(3) 0.0451(15) Uani 1 1 d . . . . .
H10 H 0.6457 0.2855 0.3928 0.054 Uiso 1 1 calc R U . . .
C9 C 0.4811(7) 0.2404(6) 0.3449(3) 0.0529(17) Uani 1 1 d . . . . .
C8 C 0.3425(7) 0.2173(5) 0.3489(3) 0.0502(16) Uani 1 1 d . . . . .
H8 H 0.2901 0.1981 0.3158 0.060 Uiso 1 1 calc R U . . .
C27 C 0.3922(6) 0.0413(5) 0.5577(3) 0.0562(18) Uani 1 1 d . . . . .
H27A H 0.3902 0.0385 0.5160 0.084 Uiso 1 1 calc R U . . .
H27B H 0.3032 0.0609 0.5702 0.084 Uiso 1 1 calc R U . . .
H27C H 0.4182 -0.0315 0.5731 0.084 Uiso 1 1 calc R U . . .
C16 C 0.0967(6) 0.3727(6) 0.6837(3) 0.0565(18) Uani 1 1 d . . . . .
H16 H 0.0730 0.3449 0.7196 0.068 Uiso 1 1 calc R U . . .
C2 C 0.0260(6) 0.2151(6) 0.5074(3) 0.0537(17) Uani 1 1 d . . . . .
H2 H 0.0250 0.2312 0.5468 0.064 Uiso 1 1 calc R U . . .
C15 C 0.0440(7) 0.4758(6) 0.6648(3) 0.0576(18) Uani 1 1 d . . . . .
C4 C -0.0901(7) 0.1557(6) 0.4193(3) 0.0580(18) Uani 1 1 d . . . . .
H4 H -0.1701 0.1318 0.3999 0.070 Uiso 1 1 calc R U . . .
C29 C 0.5399(7) 0.4445(5) 0.6021(3) 0.0589(19) Uani 1 1 d . . . . .
H29A H 0.6192 0.4820 0.6189 0.088 Uiso 1 1 calc R U . . .
H29B H 0.4630 0.4599 0.6252 0.088 Uiso 1 1 calc R U . . .
H29C H 0.5216 0.4720 0.5634 0.088 Uiso 1 1 calc R U . . .
B1 B 0.3162(6) 0.2828(5) 0.5574(3) 0.0338(15) Uani 1 1 d . . . . .
C20 C 0.2338(7) 0.1967(6) 0.6741(3) 0.0563(18) Uani 1 1 d . . . . .
H20A H 0.2209 0.1932 0.7151 0.084 Uiso 1 1 calc R U . . .
H20B H 0.3289 0.1884 0.6671 0.084 Uiso 1 1 calc R U . . .
H20C H 0.1832 0.1367 0.6549 0.084 Uiso 1 1 calc R U . . .
C3 C -0.0895(6) 0.1777(6) 0.4773(3) 0.0583(18) Uani 1 1 d . . . . .
H3 H -0.1691 0.1671 0.4971 0.070 Uiso 1 1 calc R U . . .
C18 C 0.1955(7) 0.5044(6) 0.5205(3) 0.0624(19) Uani 1 1 d . . . . .
H18A H 0.1379 0.4710 0.4904 0.094 Uiso 1 1 calc R U . . .
H18B H 0.2893 0.4898 0.5130 0.094 Uiso 1 1 calc R U . . .
H18C H 0.1802 0.5847 0.5215 0.094 Uiso 1 1 calc R U . . .
C28 C 0.8565(7) 0.1193(7) 0.6421(3) 0.076(2) Uani 1 1 d . . . . .
H28A H 0.9165 0.1817 0.6514 0.114 Uiso 1 1 calc R U . . .
H28B H 0.8960 0.0725 0.6133 0.114 Uiso 1 1 calc R U . . .
H28C H 0.8434 0.0753 0.6764 0.114 Uiso 1 1 calc R U . . .
C30 C 0.5433(8) 0.2355(7) 0.2867(3) 0.073(2) Uani 1 1 d . . . . .
H30 H 0.4689 0.2195 0.2581 0.087 Uiso 1 1 calc R U . . .
C19 C -0.0502(9) 0.5415(8) 0.7021(4) 0.094(3) Uani 1 1 d . . . . .
H19A H -0.0156 0.6170 0.7078 0.141 Uiso 1 1 calc R U . . .
H19B H -0.0556 0.5045 0.7390 0.141 Uiso 1 1 calc R U . . .
H19C H -0.1394 0.5448 0.6833 0.141 Uiso 1 1 calc R U . . .
C31 C 0.5997(17) 0.3458(12) 0.2714(5) 0.206(8) Uani 1 1 d . . . . .
H31A H 0.6837 0.3582 0.2934 0.309 Uiso 1 1 calc R U . . .
H31B H 0.5358 0.4044 0.2800 0.309 Uiso 1 1 calc R U . . .
H31C H 0.6165 0.3470 0.2307 0.309 Uiso 1 1 calc R U . . .
C32 C 0.6425(16) 0.1431(14) 0.2825(5) 0.209(9) Uani 1 1 d . . . . .
H32A H 0.6721 0.1385 0.2435 0.313 Uiso 1 1 calc R U . . .
H32B H 0.6006 0.0728 0.2928 0.313 Uiso 1 1 calc R U . . .
H32C H 0.7197 0.1576 0.3086 0.313 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
N001 C33 1.407(8) . ?
N001 C1 1.412(9) . ?
N001 B1 1.423(10) . ?
C1 C6 1.371(10) . ?
C1 C2 1.381(9) . ?
C33 C7 1.381(9) . ?
C33 C11 1.388(10) . ?
C21 C22 1.398(9) . ?
C21 C26 1.401(8) . ?
C21 B1 1.577(10) . ?
C6 C5 1.386(9) . ?
C6 C7 1.447(10) . ?
C13 C14 1.373(9) . ?
C13 C12 1.414(9) . ?
C13 C18 1.496(10) . ?
C26 C25 1.390(9) . ?
C26 C29 1.493(10) . ?
C12 C17 1.384(9) . ?
C12 B1 1.562(9) . ?
C7 C8 1.377(10) . ?
C22 C23 1.396(9) . ?
C22 C27 1.496(9) . ?
C17 C16 1.384(9) . ?
C17 C20 1.513(10) . ?
C11 C10 1.355(9) . ?
C11 H11 0.9300 . ?
C23 C24 1.368(9) . ?
C23 H23 0.9300 . ?
C14 C15 1.348(10) . ?
C14 H14 0.9300 . ?
C5 C4 1.368(10) . ?
C5 H5 0.9300 . ?
C24 C25 1.375(10) . ?
C24 C28 1.501(10) . ?
C25 H25 0.9300 . ?
C10 C9 1.372(10) . ?
C10 H10 0.9300 . ?
C9 C8 1.393(11) . ?
C9 C30 1.502(11) . ?
C8 H8 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C16 C15 1.384(11) . ?
C16 H16 0.9300 . ?
C2 C3 1.374(10) . ?
C2 H2 0.9300 . ?
C15 C19 1.505(10) . ?
C4 C3 1.362(11) . ?
C4 H4 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C3 H3 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C30 C31 1.462(14) . ?
C30 C32 1.467(13) . ?
C30 H30 0.9800 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C33 N001 C1 106.2(5) . . ?
C33 N001 B1 127.2(5) . . ?
C1 N001 B1 126.4(5) . . ?
C6 C1 C2 120.9(5) . . ?
C6 C1 N001 110.1(5) . . ?
C2 C1 N001 129.0(6) . . ?
C7 C33 C11 120.3(6) . . ?
C7 C33 N001 109.5(6) . . ?
C11 C33 N001 129.9(5) . . ?
C22 C21 C26 118.5(5) . . ?
C22 C21 B1 117.7(5) . . ?
C26 C21 B1 123.8(5) . . ?
C1 C6 C5 119.8(6) . . ?
C1 C6 C7 106.9(5) . . ?
C5 C6 C7 133.2(6) . . ?
C14 C13 C12 120.4(6) . . ?
C14 C13 C18 117.8(6) . . ?
C12 C13 C18 121.9(5) . . ?
C25 C26 C21 119.6(6) . . ?
C25 C26 C29 119.2(5) . . ?
C21 C26 C29 121.2(6) . . ?
C17 C12 C13 117.6(5) . . ?
C17 C12 B1 122.6(5) . . ?
C13 C12 B1 119.6(5) . . ?
C8 C7 C33 120.1(6) . . ?
C8 C7 C6 132.7(6) . . ?
C33 C7 C6 107.2(6) . . ?
C23 C22 C21 119.5(5) . . ?
C23 C22 C27 117.7(6) . . ?
C21 C22 C27 122.8(6) . . ?
C16 C17 C12 119.9(6) . . ?
C16 C17 C20 118.4(6) . . ?
C12 C17 C20 121.6(5) . . ?
C10 C11 C33 118.0(6) . . ?
C10 C11 H11 121.0 . . ?
C33 C11 H11 121.0 . . ?
C24 C23 C22 122.3(6) . . ?
C24 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
C15 C14 C13 122.0(7) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
C4 C5 C6 119.3(7) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C23 C24 C25 117.8(6) . . ?
C23 C24 C28 120.4(7) . . ?
C25 C24 C28 121.7(6) . . ?
C24 C25 C26 122.2(6) . . ?
C24 C25 H25 118.9 . . ?
C26 C25 H25 118.9 . . ?
C11 C10 C9 123.9(7) . . ?
C11 C10 H10 118.1 . . ?
C9 C10 H10 118.1 . . ?
C10 C9 C8 117.5(6) . . ?
C10 C9 C30 123.2(7) . . ?
C8 C9 C30 119.3(6) . . ?
C7 C8 C9 120.2(6) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C17 C16 C15 121.9(7) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
C3 C2 C1 118.2(7) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C14 C15 C16 118.1(6) . . ?
C14 C15 C19 121.7(7) . . ?
C16 C15 C19 120.1(7) . . ?
C3 C4 C5 120.3(6) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N001 B1 C12 119.7(5) . . ?
N001 B1 C21 117.2(5) . . ?
C12 B1 C21 123.1(6) . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C4 C3 C2 121.5(6) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C31 C30 C32 112.7(11) . . ?
C31 C30 C9 110.9(7) . . ?
C32 C30 C9 112.6(7) . . ?
C31 C30 H30 106.8 . . ?
C32 C30 H30 106.8 . . ?
C9 C30 H30 106.8 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
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 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C33 N001 C1 C6 -1.6(6) . . . . ?
B1 N001 C1 C6 -177.9(5) . . . . ?
C33 N001 C1 C2 175.0(6) . . . . ?
B1 N001 C1 C2 -1.4(9) . . . . ?
C1 N001 C33 C7 3.3(6) . . . . ?
B1 N001 C33 C7 179.7(5) . . . . ?
C1 N001 C33 C11 176.7(5) . . . . ?
B1 N001 C33 C11 -7.0(9) . . . . ?
C2 C1 C6 C5 -0.6(9) . . . . ?
N001 C1 C6 C5 176.2(5) . . . . ?
C2 C1 C6 C7 -177.6(5) . . . . ?
N001 C1 C6 C7 -0.7(6) . . . . ?
C22 C21 C26 C25 1.3(8) . . . . ?
B1 C21 C26 C25 180.0(5) . . . . ?
C22 C21 C26 C29 179.8(5) . . . . ?
B1 C21 C26 C29 -1.5(8) . . . . ?
C14 C13 C12 C17 -2.3(8) . . . . ?
C18 C13 C12 C17 178.0(6) . . . . ?
C14 C13 C12 B1 -178.1(5) . . . . ?
C18 C13 C12 B1 2.2(8) . . . . ?
C11 C33 C7 C8 2.0(8) . . . . ?
N001 C33 C7 C8 176.1(5) . . . . ?
C11 C33 C7 C6 -177.9(5) . . . . ?
N001 C33 C7 C6 -3.8(6) . . . . ?
C1 C6 C7 C8 -177.1(6) . . . . ?
C5 C6 C7 C8 6.6(11) . . . . ?
C1 C6 C7 C33 2.7(6) . . . . ?
C5 C6 C7 C33 -173.6(6) . . . . ?
C26 C21 C22 C23 0.2(8) . . . . ?
B1 C21 C22 C23 -178.5(5) . . . . ?
C26 C21 C22 C27 179.6(5) . . . . ?
B1 C21 C22 C27 0.8(8) . . . . ?
C13 C12 C17 C16 2.8(8) . . . . ?
B1 C12 C17 C16 178.6(5) . . . . ?
C13 C12 C17 C20 178.9(5) . . . . ?
B1 C12 C17 C20 -5.3(9) . . . . ?
C7 C33 C11 C10 -1.5(8) . . . . ?
N001 C33 C11 C10 -174.2(5) . . . . ?
C21 C22 C23 C24 -1.3(9) . . . . ?
C27 C22 C23 C24 179.3(6) . . . . ?
C12 C13 C14 C15 1.1(10) . . . . ?
C18 C13 C14 C15 -179.2(6) . . . . ?
C1 C6 C5 C4 0.6(9) . . . . ?
C7 C6 C5 C4 176.5(6) . . . . ?
C22 C23 C24 C25 0.8(9) . . . . ?
C22 C23 C24 C28 178.3(6) . . . . ?
C23 C24 C25 C26 0.8(9) . . . . ?
C28 C24 C25 C26 -176.6(6) . . . . ?
C21 C26 C25 C24 -1.9(9) . . . . ?
C29 C26 C25 C24 179.6(6) . . . . ?
C33 C11 C10 C9 0.0(9) . . . . ?
C11 C10 C9 C8 0.9(9) . . . . ?
C11 C10 C9 C30 179.5(6) . . . . ?
C33 C7 C8 C9 -1.1(9) . . . . ?
C6 C7 C8 C9 178.8(6) . . . . ?
C10 C9 C8 C7 -0.4(9) . . . . ?
C30 C9 C8 C7 -179.0(6) . . . . ?
C12 C17 C16 C15 -2.3(9) . . . . ?
C20 C17 C16 C15 -178.5(6) . . . . ?
C6 C1 C2 C3 1.0(9) . . . . ?
N001 C1 C2 C3 -175.3(6) . . . . ?
C13 C14 C15 C16 -0.4(10) . . . . ?
C13 C14 C15 C19 -179.4(7) . . . . ?
C17 C16 C15 C14 1.0(10) . . . . ?
C17 C16 C15 C19 -180.0(7) . . . . ?
C6 C5 C4 C3 -0.8(10) . . . . ?
C33 N001 B1 C12 148.3(5) . . . . ?
C1 N001 B1 C12 -36.1(8) . . . . ?
C33 N001 B1 C21 -30.5(8) . . . . ?
C1 N001 B1 C21 145.1(5) . . . . ?
C17 C12 B1 N001 129.1(6) . . . . ?
C13 C12 B1 N001 -55.2(7) . . . . ?
C17 C12 B1 C21 -52.2(8) . . . . ?
C13 C12 B1 C21 123.5(6) . . . . ?
C22 C21 B1 N001 -61.4(7) . . . . ?
C26 C21 B1 N001 119.9(6) . . . . ?
C22 C21 B1 C12 119.9(6) . . . . ?
C26 C21 B1 C12 -58.8(8) . . . . ?
C5 C4 C3 C2 1.2(11) . . . . ?
C1 C2 C3 C4 -1.2(10) . . . . ?
C10 C9 C30 C31 -59.5(12) . . . . ?
C8 C9 C30 C31 119.1(10) . . . . ?
C10 C9 C30 C32 67.8(13) . . . . ?
C8 C9 C30 C32 -113.7(11) . . . . ?

_refine_diff_density_max         0.337
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.059

