# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1420375'
_audit_update_record             
;
2015-08-25 deposited with the CCDC.
2015-09-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H24 B Mn N2 O3'
_chemical_formula_sum            'C19 H24 B Mn N2 O3'
_chemical_formula_weight         394.15

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'
Mn Mn 0.3368 0.7283 '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                   6.0538(15)
_cell_length_b                   22.484(3)
_cell_length_c                   14.589(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.902(10)
_cell_angle_gamma                90
_cell_volume                     1943.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      27.51

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.699
_shelx_estimated_absorpt_T_min   0.802
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6568
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SadAbs 2014/4 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_detector                 'CMOS area detector (Photon 100)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            22047
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.306
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_full        26.000
_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             3810
_reflns_number_gt                3404
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0303P)²+1.4232P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   iterative
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3810
_refine_ls_number_parameters     243
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0752
_refine_ls_wR_factor_gt          0.0720
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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
Mn1_1 Mn 0.30546(4) 0.39129(2) 0.41202(2) 0.01449(9) Uani 1 1 d . . . . .
C1_1 C 0.5131(3) 0.35410(8) 0.49937(13) 0.0250(4) Uani 1 1 d . . . . .
O1_1 O 0.6476(2) 0.33102(7) 0.55476(11) 0.0420(4) Uani 1 1 d . . . . .
C2_1 C 0.1492(3) 0.41650(7) 0.49516(12) 0.0201(4) Uani 1 1 d . . . . .
O2_1 O 0.0422(2) 0.43329(6) 0.54734(9) 0.0274(3) Uani 1 1 d . . . . .
C3_1 C 0.1243(3) 0.32766(7) 0.38811(11) 0.0178(3) Uani 1 1 d . . . . .
O3_1 O 0.0007(2) 0.28856(5) 0.37115(9) 0.0255(3) Uani 1 1 d . . . . .
C1_2 C 0.3119(3) 0.39531(7) 0.26274(11) 0.0144(3) Uani 1 1 d . . . . .
C2_2 C 0.5321(3) 0.40493(7) 0.31878(11) 0.0165(3) Uani 1 1 d . . . . .
H2_2 H 0.6602 0.3808 0.3174 0.020 Uiso 1 1 calc R U . . .
C3_2 C 0.5322(3) 0.45600(7) 0.37714(12) 0.0199(4) Uani 1 1 d . . . . .
H3_2 H 0.6579 0.4713 0.4207 0.024 Uiso 1 1 calc R U . . .
C4_2 C 0.3121(3) 0.47933(7) 0.35818(12) 0.0203(4) Uani 1 1 d . . . . .
H4_2 H 0.2624 0.5137 0.3861 0.024 Uiso 1 1 calc R U . . .
C5_2 C 0.1767(3) 0.44225(7) 0.28959(11) 0.0167(3) Uani 1 1 d . . . . .
H5_2 H 0.0200 0.4477 0.2652 0.020 Uiso 1 1 calc R U . . .
B1_3 B 0.2078(3) 0.34913(8) 0.17974(13) 0.0152(4) Uani 1 1 d . . . . .
H1_3 H 0.017(3) 0.3479(9) 0.1740(13) 0.023 Uiso 1 1 d . U . . .
C2_3 C 0.2626(3) 0.36866(8) 0.07851(12) 0.0201(4) Uani 1 1 d . . . . .
C3_3 C 0.1596(4) 0.32349(8) 0.00290(13) 0.0283(4) Uani 1 1 d . . . . .
H3A_3 H 0.1819 0.3373 -0.0583 0.042 Uiso 1 1 calc R U . . .
H3B_3 H -0.0023 0.3195 0.0014 0.042 Uiso 1 1 calc R U . . .
H3C_3 H 0.2334 0.2848 0.0173 0.042 Uiso 1 1 calc R U . . .
C4_3 C 0.5142(4) 0.37381(11) 0.07872(15) 0.0378(5) Uani 1 1 d . . . . .
H4A_3 H 0.5341 0.3872 0.0170 0.057 Uiso 1 1 calc R U . . .
H4B_3 H 0.5862 0.3349 0.0929 0.057 Uiso 1 1 calc R U . . .
H4C_3 H 0.5836 0.4026 0.1264 0.057 Uiso 1 1 calc R U . . .
C5_3 C 0.1513(4) 0.42919(8) 0.05116(13) 0.0270(4) Uani 1 1 d . . . . .
H5A_3 H 0.1726 0.4403 -0.0114 0.041 Uiso 1 1 calc R U . . .
H5B_3 H 0.2207 0.4593 0.0966 0.041 Uiso 1 1 calc R U . . .
H5C_3 H -0.0105 0.4266 0.0508 0.041 Uiso 1 1 calc R U . . .
N1_4 N 0.2854(2) 0.28175(6) 0.20532(9) 0.0150(3) Uani 1 1 d . . . . .
C2_4 C 0.1323(3) 0.23722(7) 0.18870(12) 0.0174(3) Uani 1 1 d . . . . .
H2_4 H -0.0191 0.2469 0.1603 0.021 Uiso 1 1 calc R U . . .
C3_4 C 0.1834(3) 0.17899(7) 0.21055(12) 0.0176(3) Uani 1 1 d . . . . .
H3_4 H 0.0688 0.1495 0.1967 0.021 Uiso 1 1 calc R U . . .
C4_4 C 0.4053(3) 0.16247(7) 0.25360(11) 0.0172(3) Uani 1 1 d . . . . .
C5_4 C 0.5654(3) 0.20904(7) 0.26823(12) 0.0196(4) Uani 1 1 d . . . . .
H5_4 H 0.7188 0.2008 0.2954 0.024 Uiso 1 1 calc R U . . .
C6_4 C 0.4997(3) 0.26604(7) 0.24330(12) 0.0184(3) Uani 1 1 d . . . . .
H6_4 H 0.6116 0.2963 0.2534 0.022 Uiso 1 1 calc R U . . .
N7_4 N 0.4639(3) 0.10575(6) 0.27883(11) 0.0213(3) Uani 1 1 d . . . . .
C8_4 C 0.2936(3) 0.05979(7) 0.27739(13) 0.0222(4) Uani 1 1 d . . . . .
H8A_4 H 0.3679 0.0217 0.2960 0.033 Uiso 1 1 calc R U . . .
H8B_4 H 0.2012 0.0564 0.2140 0.033 Uiso 1 1 calc R U . . .
H8C_4 H 0.1971 0.0704 0.3212 0.033 Uiso 1 1 calc R U . . .
C9_4 C 0.6950(3) 0.09137(8) 0.32198(15) 0.0281(4) Uani 1 1 d . . . . .
H9A_4 H 0.7111 0.0481 0.3290 0.042 Uiso 1 1 calc R U . . .
H9B_4 H 0.7344 0.1103 0.3837 0.042 Uiso 1 1 calc R U . . .
H9C_4 H 0.7960 0.1060 0.2824 0.042 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
Mn1_1 C2_1 1.7776(19) . ?
Mn1_1 C3_1 1.7928(18) . ?
Mn1_1 C1_1 1.8006(19) . ?
Mn1_1 C5_2 2.1299(16) . ?
Mn1_1 C3_2 2.1326(17) . ?
Mn1_1 C4_2 2.1330(16) . ?
Mn1_1 C2_2 2.1441(17) . ?
Mn1_1 C1_2 2.1881(17) . ?
C1_1 O1_1 1.146(2) . ?
C2_1 O2_1 1.160(2) . ?
C3_1 O3_1 1.148(2) . ?
C1_2 C2_2 1.430(2) . ?
C1_2 C5_2 1.438(2) . ?
C1_2 B1_3 1.621(2) . ?
C2_2 C3_2 1.429(2) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.406(3) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.425(2) . ?
C4_2 H4_2 0.9500 . ?
C5_2 H5_2 0.9500 . ?
B1_3 N1_4 1.607(2) . ?
B1_3 C2_3 1.639(3) . ?
B1_3 H1_3 1.143(19) . ?
C2_3 C4_3 1.527(3) . ?
C2_3 C3_3 1.534(2) . ?
C2_3 C5_3 1.534(2) . ?
C3_3 H3A_3 0.9800 . ?
C3_3 H3B_3 0.9800 . ?
C3_3 H3C_3 0.9800 . ?
C4_3 H4A_3 0.9800 . ?
C4_3 H4B_3 0.9800 . ?
C4_3 H4C_3 0.9800 . ?
C5_3 H5A_3 0.9800 . ?
C5_3 H5B_3 0.9800 . ?
C5_3 H5C_3 0.9800 . ?
N1_4 C6_4 1.349(2) . ?
N1_4 C2_4 1.352(2) . ?
C2_4 C3_4 1.368(2) . ?
C2_4 H2_4 0.9500 . ?
C3_4 C4_4 1.410(2) . ?
C3_4 H3_4 0.9500 . ?
C4_4 N7_4 1.354(2) . ?
C4_4 C5_4 1.413(2) . ?
C5_4 C6_4 1.369(2) . ?
C5_4 H5_4 0.9500 . ?
C6_4 H6_4 0.9500 . ?
N7_4 C9_4 1.447(2) . ?
N7_4 C8_4 1.457(2) . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2_1 Mn1_1 C3_1 89.83(8) . . ?
C2_1 Mn1_1 C1_1 93.28(8) . . ?
C3_1 Mn1_1 C1_1 94.41(8) . . ?
C2_1 Mn1_1 C5_2 104.27(7) . . ?
C3_1 Mn1_1 C5_2 99.36(7) . . ?
C1_1 Mn1_1 C5_2 157.62(8) . . ?
C2_1 Mn1_1 C3_2 113.86(7) . . ?
C3_1 Mn1_1 C3_2 153.65(7) . . ?
C1_1 Mn1_1 C3_2 95.51(8) . . ?
C5_2 Mn1_1 C3_2 64.87(7) . . ?
C2_1 Mn1_1 C4_2 90.48(7) . . ?
C3_1 Mn1_1 C4_2 136.56(7) . . ?
C1_1 Mn1_1 C4_2 128.92(8) . . ?
C5_2 Mn1_1 C4_2 39.05(6) . . ?
C3_2 Mn1_1 C4_2 38.48(7) . . ?
C2_1 Mn1_1 C2_2 152.55(7) . . ?
C3_1 Mn1_1 C2_2 115.89(7) . . ?
C1_1 Mn1_1 C2_2 94.06(8) . . ?
C5_2 Mn1_1 C2_2 64.06(7) . . ?
C3_2 Mn1_1 C2_2 39.05(6) . . ?
C4_2 Mn1_1 C2_2 64.57(7) . . ?
C2_1 Mn1_1 C1_2 141.91(7) . . ?
C3_1 Mn1_1 C1_2 88.57(7) . . ?
C1_1 Mn1_1 C1_2 124.79(8) . . ?
C5_2 Mn1_1 C1_2 38.89(6) . . ?
C3_2 Mn1_1 C1_2 65.79(6) . . ?
C4_2 Mn1_1 C1_2 65.77(6) . . ?
C2_2 Mn1_1 C1_2 38.52(6) . . ?
O1_1 C1_1 Mn1_1 178.98(18) . . ?
O2_1 C2_1 Mn1_1 178.06(16) . . ?
O3_1 C3_1 Mn1_1 177.00(15) . . ?
C2_2 C1_2 C5_2 104.43(14) . . ?
C2_2 C1_2 B1_3 134.21(15) . . ?
C5_2 C1_2 B1_3 121.21(14) . . ?
C2_2 C1_2 Mn1_1 69.08(9) . . ?
C5_2 C1_2 Mn1_1 68.37(9) . . ?
B1_3 C1_2 Mn1_1 129.29(11) . . ?
C3_2 C2_2 C1_2 110.36(15) . . ?
C3_2 C2_2 Mn1_1 70.04(10) . . ?
C1_2 C2_2 Mn1_1 72.40(9) . . ?
C3_2 C2_2 H2_2 124.8 . . ?
C1_2 C2_2 H2_2 124.8 . . ?
Mn1_1 C2_2 H2_2 124.3 . . ?
C4_2 C3_2 C2_2 107.38(15) . . ?
C4_2 C3_2 Mn1_1 70.78(10) . . ?
C2_2 C3_2 Mn1_1 70.91(9) . . ?
C4_2 C3_2 H3_2 126.3 . . ?
C2_2 C3_2 H3_2 126.3 . . ?
Mn1_1 C3_2 H3_2 123.6 . . ?
C3_2 C4_2 C5_2 107.74(15) . . ?
C3_2 C4_2 Mn1_1 70.74(10) . . ?
C5_2 C4_2 Mn1_1 70.36(9) . . ?
C3_2 C4_2 H4_2 126.1 . . ?
C5_2 C4_2 H4_2 126.1 . . ?
Mn1_1 C4_2 H4_2 124.4 . . ?
C4_2 C5_2 C1_2 110.08(15) . . ?
C4_2 C5_2 Mn1_1 70.59(9) . . ?
C1_2 C5_2 Mn1_1 72.74(9) . . ?
C4_2 C5_2 H5_2 125.0 . . ?
C1_2 C5_2 H5_2 125.0 . . ?
Mn1_1 C5_2 H5_2 123.3 . . ?
N1_4 B1_3 C1_2 112.37(13) . . ?
N1_4 B1_3 C2_3 110.98(13) . . ?
C1_2 B1_3 C2_3 112.45(14) . . ?
N1_4 B1_3 H1_3 103.7(10) . . ?
C1_2 B1_3 H1_3 107.5(10) . . ?
C2_3 B1_3 H1_3 109.3(10) . . ?
C4_3 C2_3 C3_3 108.00(16) . . ?
C4_3 C2_3 C5_3 108.52(16) . . ?
C3_3 C2_3 C5_3 107.98(14) . . ?
C4_3 C2_3 B1_3 113.94(14) . . ?
C3_3 C2_3 B1_3 110.04(15) . . ?
C5_3 C2_3 B1_3 108.20(14) . . ?
C2_3 C3_3 H3A_3 109.5 . . ?
C2_3 C3_3 H3B_3 109.5 . . ?
H3A_3 C3_3 H3B_3 109.5 . . ?
C2_3 C3_3 H3C_3 109.5 . . ?
H3A_3 C3_3 H3C_3 109.5 . . ?
H3B_3 C3_3 H3C_3 109.5 . . ?
C2_3 C4_3 H4A_3 109.5 . . ?
C2_3 C4_3 H4B_3 109.5 . . ?
H4A_3 C4_3 H4B_3 109.5 . . ?
C2_3 C4_3 H4C_3 109.5 . . ?
H4A_3 C4_3 H4C_3 109.5 . . ?
H4B_3 C4_3 H4C_3 109.5 . . ?
C2_3 C5_3 H5A_3 109.5 . . ?
C2_3 C5_3 H5B_3 109.5 . . ?
H5A_3 C5_3 H5B_3 109.5 . . ?
C2_3 C5_3 H5C_3 109.5 . . ?
H5A_3 C5_3 H5C_3 109.5 . . ?
H5B_3 C5_3 H5C_3 109.5 . . ?
C6_4 N1_4 C2_4 116.45(14) . . ?
C6_4 N1_4 B1_3 123.55(13) . . ?
C2_4 N1_4 B1_3 120.00(13) . . ?
N1_4 C2_4 C3_4 123.61(15) . . ?
N1_4 C2_4 H2_4 118.2 . . ?
C3_4 C2_4 H2_4 118.2 . . ?
C2_4 C3_4 C4_4 120.31(15) . . ?
C2_4 C3_4 H3_4 119.8 . . ?
C4_4 C3_4 H3_4 119.8 . . ?
N7_4 C4_4 C3_4 122.76(15) . . ?
N7_4 C4_4 C5_4 121.59(15) . . ?
C3_4 C4_4 C5_4 115.66(15) . . ?
C6_4 C5_4 C4_4 120.07(15) . . ?
C6_4 C5_4 H5_4 120.0 . . ?
C4_4 C5_4 H5_4 120.0 . . ?
N1_4 C6_4 C5_4 123.84(15) . . ?
N1_4 C6_4 H6_4 118.1 . . ?
C5_4 C6_4 H6_4 118.1 . . ?
C4_4 N7_4 C9_4 120.27(14) . . ?
C4_4 N7_4 C8_4 121.28(15) . . ?
C9_4 N7_4 C8_4 117.75(14) . . ?
N7_4 C8_4 H8A_4 109.5 . . ?
N7_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
N7_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
N7_4 C9_4 H9A_4 109.5 . . ?
N7_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
N7_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?

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
C5_2 C1_2 C2_2 C3_2 -0.41(18) . . . . ?
B1_3 C1_2 C2_2 C3_2 174.96(16) . . . . ?
Mn1_1 C1_2 C2_2 C3_2 -60.02(12) . . . . ?
C5_2 C1_2 C2_2 Mn1_1 59.61(10) . . . . ?
B1_3 C1_2 C2_2 Mn1_1 -125.02(18) . . . . ?
C1_2 C2_2 C3_2 C4_2 -0.29(19) . . . . ?
Mn1_1 C2_2 C3_2 C4_2 -61.75(12) . . . . ?
C1_2 C2_2 C3_2 Mn1_1 61.45(12) . . . . ?
C2_2 C3_2 C4_2 C5_2 0.89(19) . . . . ?
Mn1_1 C3_2 C4_2 C5_2 -60.95(11) . . . . ?
C2_2 C3_2 C4_2 Mn1_1 61.84(11) . . . . ?
C3_2 C4_2 C5_2 C1_2 -1.18(18) . . . . ?
Mn1_1 C4_2 C5_2 C1_2 -62.37(11) . . . . ?
C3_2 C4_2 C5_2 Mn1_1 61.19(12) . . . . ?
C2_2 C1_2 C5_2 C4_2 0.97(17) . . . . ?
B1_3 C1_2 C5_2 C4_2 -175.15(14) . . . . ?
Mn1_1 C1_2 C5_2 C4_2 61.05(11) . . . . ?
C2_2 C1_2 C5_2 Mn1_1 -60.09(10) . . . . ?
B1_3 C1_2 C5_2 Mn1_1 123.80(14) . . . . ?
C2_2 C1_2 B1_3 N1_4 47.4(2) . . . . ?
C5_2 C1_2 B1_3 N1_4 -137.87(15) . . . . ?
Mn1_1 C1_2 B1_3 N1_4 -51.37(19) . . . . ?
C2_2 C1_2 B1_3 C2_3 -78.7(2) . . . . ?
C5_2 C1_2 B1_3 C2_3 96.04(18) . . . . ?
Mn1_1 C1_2 B1_3 C2_3 -177.46(11) . . . . ?
N1_4 B1_3 C2_3 C4_3 -68.13(19) . . . . ?
C1_2 B1_3 C2_3 C4_3 58.7(2) . . . . ?
N1_4 B1_3 C2_3 C3_3 53.32(18) . . . . ?
C1_2 B1_3 C2_3 C3_3 -179.85(14) . . . . ?
N1_4 B1_3 C2_3 C5_3 171.08(14) . . . . ?
C1_2 B1_3 C2_3 C5_3 -62.08(18) . . . . ?
C1_2 B1_3 N1_4 C6_4 -45.3(2) . . . . ?
C2_3 B1_3 N1_4 C6_4 81.60(19) . . . . ?
C1_2 B1_3 N1_4 C2_4 134.84(15) . . . . ?
C2_3 B1_3 N1_4 C2_4 -98.28(17) . . . . ?
C6_4 N1_4 C2_4 C3_4 1.8(2) . . . . ?
B1_3 N1_4 C2_4 C3_4 -178.31(15) . . . . ?
N1_4 C2_4 C3_4 C4_4 0.6(3) . . . . ?
C2_4 C3_4 C4_4 N7_4 178.31(16) . . . . ?
C2_4 C3_4 C4_4 C5_4 -2.3(2) . . . . ?
N7_4 C4_4 C5_4 C6_4 -178.91(16) . . . . ?
C3_4 C4_4 C5_4 C6_4 1.7(2) . . . . ?
C2_4 N1_4 C6_4 C5_4 -2.5(2) . . . . ?
B1_3 N1_4 C6_4 C5_4 177.66(16) . . . . ?
C4_4 C5_4 C6_4 N1_4 0.7(3) . . . . ?
C3_4 C4_4 N7_4 C9_4 179.41(16) . . . . ?
C5_4 C4_4 N7_4 C9_4 0.0(3) . . . . ?
C3_4 C4_4 N7_4 C8_4 -10.4(3) . . . . ?
C5_4 C4_4 N7_4 C8_4 170.18(16) . . . . ?

_refine_diff_density_max         0.388
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.062

_shelxl_version_number           2014/6


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: pentane/dichloromethane'
