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

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

data_PPh4Zn(BH4)3
_database_code_depnum_ccdc_archive 'CCDC 1855660'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H32 B3 P Zn'
_chemical_formula_weight         449.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.6808(3)
_cell_length_b                   25.6538(10)
_cell_length_c                   12.9991(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.342(3)
_cell_angle_gamma                90
_cell_volume                     2527.39(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    12917
_cell_measurement_theta_min      2.8210
_cell_measurement_theta_max      30.6930

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    1.042
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rotating-anode X-ray tube'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35350
_diffrn_reflns_av_unetI/netI     0.0395
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.802
_diffrn_reflns_theta_max         31.516
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7534
_reflns_number_gt                5453
_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-2017/1 (Sheldrick, 2017)'
_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)+(0.0434P)²+0.3645P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7534
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.0887
_refine_ls_wR_factor_gt          0.0820
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.002
_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
Zn1 Zn 1.65791(2) 0.14348(2) 0.16022(2) 0.03724(7) Uani 1 1 d . . . . .
P1 P 0.89168(5) 0.38370(2) 0.20968(3) 0.02646(9) Uani 1 1 d . . . . .
C1 C 1.02401(19) 0.32913(6) 0.18593(11) 0.0306(3) Uani 1 1 d . . . . .
C2 C 1.03715(19) 0.43868(6) 0.22621(11) 0.0302(3) Uani 1 1 d . . . . .
C3 C 0.78736(19) 0.37468(6) 0.32152(11) 0.0303(3) Uani 1 1 d . . . . .
C4 C 0.71731(18) 0.39463(6) 0.10273(11) 0.0286(3) Uani 1 1 d . . . . .
C5 C 0.8120(2) 0.40971(7) 0.40370(12) 0.0368(3) Uani 1 1 d . . . . .
C6 C 1.1881(2) 0.43551(7) 0.30162(13) 0.0404(4) Uani 1 1 d . . . . .
H6 H 1.207(3) 0.4070(8) 0.3402(15) 0.050(5) Uiso 1 1 d . . . . .
C7 C 1.0360(2) 0.28454(7) 0.24614(14) 0.0414(4) Uani 1 1 d . . . . .
C8 C 1.0084(2) 0.48238(6) 0.16381(14) 0.0391(4) Uani 1 1 d . . . . .
H8 H 0.910(3) 0.4847(7) 0.1146(15) 0.048(5) Uiso 1 1 d . . . . .
C9 C 0.6687(2) 0.33348(7) 0.32074(14) 0.0425(4) Uani 1 1 d . . . . .
C10 C 1.1250(2) 0.33403(8) 0.10641(14) 0.0444(4) Uani 1 1 d . . . . .
C11 C 0.4484(2) 0.44016(7) 0.03840(14) 0.0425(4) Uani 1 1 d . . . . .
H11 H 0.360(3) 0.4645(8) 0.0498(16) 0.057(6) Uiso 1 1 d . . . . .
C12 C 0.5861(2) 0.43004(7) 0.11801(13) 0.0377(3) Uani 1 1 d . . . . .
H12 H 0.591(3) 0.4481(7) 0.1820(15) 0.048(5) Uiso 1 1 d . . . . .
C13 C 0.6014(3) 0.36238(8) 0.48390(16) 0.0534(5) Uani 1 1 d . . . . .
C14 C 0.7081(2) 0.36945(7) 0.00764(12) 0.0383(4) Uani 1 1 d . . . . .
H14 H 0.794(3) 0.3437(7) -0.0024(14) 0.044(5) Uiso 1 1 d . . . . .
C15 C 0.7179(3) 0.40326(8) 0.48494(14) 0.0480(4) Uani 1 1 d . . . . .
C16 C 0.4411(2) 0.41552(7) -0.05627(14) 0.0442(4) Uani 1 1 d . . . . .
H16 H 0.347(3) 0.4238(8) -0.1116(17) 0.054(5) Uiso 1 1 d . . . . .
B1 B 1.7659(3) 0.06346(9) 0.14001(17) 0.0466(5) Uani 1 1 d . . . . .
H1 H 1.773(3) 0.0325(8) 0.2012(17) 0.061(6) Uiso 1 1 d . . . . .
C17 C 1.3067(2) 0.47631(8) 0.31386(15) 0.0491(5) Uani 1 1 d . . . . .
H17 H 1.402(3) 0.4747(9) 0.3640(18) 0.070(7) Uiso 1 1 d . . . . .
C18 C 1.2447(3) 0.24972(8) 0.14577(16) 0.0532(5) Uani 1 1 d . . . . .
H18 H 1.318(3) 0.2225(9) 0.1332(16) 0.064(6) Uiso 1 1 d . . . . .
C19 C 0.5774(3) 0.32736(8) 0.40298(16) 0.0521(5) Uani 1 1 d . . . . .
C20 C 1.2781(3) 0.51941(8) 0.25134(16) 0.0493(5) Uani 1 1 d . . . . .
H20 H 1.360(3) 0.5472(9) 0.2549(16) 0.058(6) Uiso 1 1 d . . . . .
C21 C 1.1481(3) 0.24514(8) 0.22590(18) 0.0569(5) Uani 1 1 d . . . . .
H21 H 1.153(3) 0.2164(10) 0.2641(18) 0.067(7) Uiso 1 1 d . . . . .
C22 C 1.2339(3) 0.29402(8) 0.08685(15) 0.0510(5) Uani 1 1 d . . . . .
H22 H 1.303(3) 0.2971(8) 0.0329(17) 0.063(6) Uiso 1 1 d . . . . .
C23 C 0.5697(3) 0.38050(8) -0.07110(14) 0.0493(4) Uani 1 1 d . . . . .
H23 H 0.557(3) 0.3625(8) -0.1317(19) 0.066(7) Uiso 1 1 d . . . . .
C24 C 1.1296(3) 0.52277(8) 0.17601(16) 0.0498(4) Uani 1 1 d . . . . .
H24 H 1.109(3) 0.5521(9) 0.1372(16) 0.055(6) Uiso 1 1 d . . . . .
B2 B 1.5586(3) 0.16110(10) 0.30859(15) 0.0456(5) Uani 1 1 d . . . . .
H2 H 1.562(3) 0.1345(9) 0.366(2) 0.078(7) Uiso 1 1 d . . . . .
B3 B 1.6617(3) 0.20411(12) 0.0392(2) 0.0646(7) Uani 1 1 d . . . . .
H3 H 1.707(4) 0.1959(11) -0.027(2) 0.105(9) Uiso 1 1 d . . . . .
H3A H 1.770(3) 0.1963(8) 0.1081(17) 0.067(6) Uiso 1 1 d . . . . .
H3B H 0.890(2) 0.4370(7) 0.4032(13) 0.034(4) Uiso 1 1 d . . . . .
H3C H 0.650(3) 0.3098(8) 0.2627(16) 0.053(6) Uiso 1 1 d . . . . .
H3D H 0.970(3) 0.2801(8) 0.2980(15) 0.050(5) Uiso 1 1 d . . . . .
H3E H 1.850(2) 0.0992(7) 0.1778(14) 0.046(5) Uiso 1 1 d . . . . .
H3F H 1.120(3) 0.3659(8) 0.0661(16) 0.052(5) Uiso 1 1 d . . . . .
H3G H 1.551(3) 0.1754(8) 0.0493(15) 0.054(5) Uiso 1 1 d . . . . .
H3H H 0.734(3) 0.4278(8) 0.5377(16) 0.052(6) Uiso 1 1 d . . . . .
H3I H 1.477(3) 0.1465(7) 0.2328(16) 0.048(5) Uiso 1 1 d . . . . .
H3J H 0.534(3) 0.3570(7) 0.5365(17) 0.055(6) Uiso 1 1 d . . . . .
H3K H 0.495(3) 0.3007(8) 0.4023(16) 0.057(6) Uiso 1 1 d . . . . .
H3L H 1.619(3) 0.0773(8) 0.1163(18) 0.068(6) Uiso 1 1 d . . . . .
H3M H 1.811(3) 0.0507(9) 0.0704(18) 0.071(6) Uiso 1 1 d . . . . .
H3N H 1.689(3) 0.1695(8) 0.2892(16) 0.057(6) Uiso 1 1 d . . . . .
H3O H 1.610(4) 0.2405(11) 0.048(2) 0.098(9) Uiso 1 1 d . . . . .
H3P H 1.509(3) 0.1963(10) 0.3290(18) 0.085(8) Uiso 1 1 d . . . . .


_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
Zn1 B3 2.216(2) . ?
Zn1 B2 2.232(2) . ?
Zn1 B1 2.245(2) . ?
P1 C3 1.7853(14) . ?
P1 C1 1.7862(15) . ?
P1 C4 1.7891(14) . ?
P1 C2 1.7905(15) . ?
C1 C7 1.381(2) . ?
C1 C10 1.395(2) . ?
C2 C8 1.380(2) . ?
C2 C6 1.394(2) . ?
C3 C5 1.385(2) . ?
C3 C9 1.395(2) . ?
C4 C14 1.386(2) . ?
C4 C12 1.395(2) . ?
C5 C15 1.383(2) . ?
C6 C17 1.380(3) . ?
C7 C21 1.380(3) . ?
C8 C24 1.385(2) . ?
C9 C19 1.379(2) . ?
C10 C22 1.374(2) . ?
C11 C16 1.377(3) . ?
C11 C12 1.379(2) . ?
C13 C19 1.373(3) . ?
C13 C15 1.377(3) . ?
C14 C23 1.380(2) . ?
C16 C23 1.372(3) . ?
C17 C20 1.369(3) . ?
C18 C22 1.365(3) . ?
C18 C21 1.379(3) . ?
C20 C24 1.380(3) . ?

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
B3 Zn1 B2 121.13(10) . . ?
B3 Zn1 B1 120.73(10) . . ?
B2 Zn1 B1 118.08(8) . . ?
C3 P1 C1 112.48(7) . . ?
C3 P1 C4 105.95(7) . . ?
C1 P1 C4 111.33(7) . . ?
C3 P1 C2 110.99(7) . . ?
C1 P1 C2 106.06(7) . . ?
C4 P1 C2 110.10(7) . . ?
C7 C1 C10 120.05(15) . . ?
C7 C1 P1 122.61(12) . . ?
C10 C1 P1 117.25(12) . . ?
C8 C2 C6 119.74(15) . . ?
C8 C2 P1 122.15(12) . . ?
C6 C2 P1 118.04(12) . . ?
C5 C3 C9 120.30(14) . . ?
C5 C3 P1 121.38(12) . . ?
C9 C3 P1 118.13(12) . . ?
C14 C4 C12 119.80(14) . . ?
C14 C4 P1 122.91(12) . . ?
C12 C4 P1 117.29(11) . . ?
C15 C5 C3 119.23(17) . . ?
C17 C6 C2 119.67(18) . . ?
C21 C7 C1 119.01(16) . . ?
C2 C8 C24 120.00(17) . . ?
C19 C9 C3 119.63(17) . . ?
C22 C10 C1 119.88(17) . . ?
C16 C11 C12 119.97(17) . . ?
C11 C12 C4 119.96(15) . . ?
C19 C13 C15 120.81(17) . . ?
C23 C14 C4 119.17(16) . . ?
C13 C15 C5 120.18(18) . . ?
C23 C16 C11 120.04(16) . . ?
C20 C17 C6 120.35(18) . . ?
C22 C18 C21 120.23(17) . . ?
C13 C19 C9 119.83(18) . . ?
C17 C20 C24 120.41(17) . . ?
C18 C21 C7 120.69(18) . . ?
C18 C22 C10 120.11(17) . . ?
C16 C23 C14 121.05(16) . . ?
C20 C24 C8 119.83(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 P1 C1 C7 2.50(16) . . . . ?
C4 P1 C1 C7 -116.24(14) . . . . ?
C2 P1 C1 C7 124.00(14) . . . . ?
C3 P1 C1 C10 -174.02(13) . . . . ?
C4 P1 C1 C10 67.24(15) . . . . ?
C2 P1 C1 C10 -52.51(15) . . . . ?
C3 P1 C2 C8 -115.73(13) . . . . ?
C1 P1 C2 C8 121.82(13) . . . . ?
C4 P1 C2 C8 1.26(15) . . . . ?
C3 P1 C2 C6 67.42(14) . . . . ?
C1 P1 C2 C6 -55.03(14) . . . . ?
C4 P1 C2 C6 -175.59(12) . . . . ?
C1 P1 C3 C5 123.23(13) . . . . ?
C4 P1 C3 C5 -114.92(13) . . . . ?
C2 P1 C3 C5 4.58(15) . . . . ?
C1 P1 C3 C9 -61.72(15) . . . . ?
C4 P1 C3 C9 60.13(15) . . . . ?
C2 P1 C3 C9 179.63(13) . . . . ?
C3 P1 C4 C14 -133.10(14) . . . . ?
C1 P1 C4 C14 -10.52(16) . . . . ?
C2 P1 C4 C14 106.81(14) . . . . ?
C3 P1 C4 C12 46.54(14) . . . . ?
C1 P1 C4 C12 169.12(12) . . . . ?
C2 P1 C4 C12 -73.55(13) . . . . ?
C9 C3 C5 C15 0.1(2) . . . . ?
P1 C3 C5 C15 175.07(13) . . . . ?
C8 C2 C6 C17 0.6(2) . . . . ?
P1 C2 C6 C17 177.55(13) . . . . ?
C10 C1 C7 C21 -0.4(3) . . . . ?
P1 C1 C7 C21 -176.79(15) . . . . ?
C6 C2 C8 C24 0.2(2) . . . . ?
P1 C2 C8 C24 -176.59(13) . . . . ?
C5 C3 C9 C19 -0.8(3) . . . . ?
P1 C3 C9 C19 -175.92(15) . . . . ?
C7 C1 C10 C22 1.2(3) . . . . ?
P1 C1 C10 C22 177.83(15) . . . . ?
C16 C11 C12 C4 -0.3(3) . . . . ?
C14 C4 C12 C11 -0.5(2) . . . . ?
P1 C4 C12 C11 179.88(13) . . . . ?
C12 C4 C14 C23 0.9(3) . . . . ?
P1 C4 C14 C23 -179.44(14) . . . . ?
C19 C13 C15 C5 0.3(3) . . . . ?
C3 C5 C15 C13 0.1(3) . . . . ?
C12 C11 C16 C23 0.7(3) . . . . ?
C2 C6 C17 C20 -1.0(3) . . . . ?
C15 C13 C19 C9 -1.0(3) . . . . ?
C3 C9 C19 C13 1.2(3) . . . . ?
C6 C17 C20 C24 0.6(3) . . . . ?
C22 C18 C21 C7 1.6(3) . . . . ?
C1 C7 C21 C18 -1.0(3) . . . . ?
C21 C18 C22 C10 -0.7(3) . . . . ?
C1 C10 C22 C18 -0.7(3) . . . . ?
C11 C16 C23 C14 -0.2(3) . . . . ?
C4 C14 C23 C16 -0.6(3) . . . . ?
C17 C20 C24 C8 0.2(3) . . . . ?
C2 C8 C24 C20 -0.6(3) . . . . ?

_refine_diff_density_max         0.404
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_Mgbpy
_database_code_depnum_ccdc_archive 'CCDC 1855665'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H23 B2 Mg N4'
_chemical_formula_weight         329.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
B B 0.0013 0.0007 '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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.5556(5)
_cell_length_b                   17.7457(8)
_cell_length_c                   11.4846(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.792(4)
_cell_angle_gamma                90
_cell_volume                     1933.79(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    8333
_cell_measurement_theta_min      2.0650
_cell_measurement_theta_max      30.5260

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_F_000             700
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21980
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.123
_diffrn_reflns_theta_max         31.063
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5679
_reflns_number_gt                4069
_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-2017/1 (Sheldrick, 2017)'
_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)+(0.0589P)²+0.3055P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5679
_refine_ls_number_parameters     250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1243
_refine_ls_wR_factor_gt          0.1149
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
Mg1 Mg 0.51600(4) 0.30962(2) 0.91296(3) 0.02046(11) Uani 1 1 d . . . . .
N1 N 0.70932(10) 0.37524(6) 0.94123(9) 0.0240(2) Uani 1 1 d . . . . .
N2 N 0.52112(10) 0.31327(6) 0.72237(9) 0.0218(2) Uani 1 1 d . . . . .
N3 N 0.50824(11) 0.30776(6) 0.10508(9) 0.0245(2) Uani 1 1 d . . . . .
C1 C 0.94083(12) 0.47327(7) 0.98677(11) 0.0221(2) Uani 1 1 d . . . . .
C2 C 0.51465(13) 0.31063(7) 0.47821(10) 0.0233(2) Uani 1 1 d . . . . .
C3 C 0.52721(13) 0.24478(7) 0.16923(11) 0.0261(3) Uani 1 1 d . . . . .
H3 H 0.539735 0.198693 0.129674 0.031 Uiso 1 1 calc R U . . .
C4 C 0.52960(13) 0.24306(7) 0.28996(11) 0.0261(3) Uani 1 1 d . . . . .
H4 H 0.544570 0.196925 0.331529 0.031 Uiso 1 1 calc R U . . .
C5 C 0.41456(13) 0.35002(8) 0.53156(10) 0.0268(3) Uani 1 1 d . . . . .
H5 H 0.342365 0.377272 0.485584 0.032 Uiso 1 1 calc R U . . .
C6 C 0.61880(13) 0.27623(7) 0.67018(10) 0.0246(3) Uani 1 1 d . . . . .
H6 H 0.691937 0.251016 0.718283 0.029 Uiso 1 1 calc R U . . .
C7 C 0.42077(13) 0.34926(7) 0.65199(11) 0.0264(3) Uani 1 1 d . . . . .
H7 H 0.350115 0.375682 0.687088 0.032 Uiso 1 1 calc R U . . .
C8 C 0.61861(13) 0.27285(7) 0.55003(10) 0.0258(3) Uani 1 1 d . . . . .
H8 H 0.688971 0.244926 0.516924 0.031 Uiso 1 1 calc R U . . .
C9 C 0.50991(13) 0.30943(7) 0.34945(11) 0.0243(3) Uani 1 1 d . . . . .
C10 C 0.73333(14) 0.43064(8) 0.86730(11) 0.0304(3) Uani 1 1 d . . . . .
H10 H 0.669456 0.436599 0.797989 0.036 Uiso 1 1 calc R U . . .
C11 C 0.91909(14) 0.41392(8) 1.06085(12) 0.0312(3) Uani 1 1 d . . . . .
H11 H 0.983248 0.405511 1.129323 0.037 Uiso 1 1 calc R U . . .
C12 C 0.80479(14) 0.36710(8) 1.03550(12) 0.0304(3) Uani 1 1 d . . . . .
H12 H 0.792965 0.326744 1.087804 0.036 Uiso 1 1 calc R U . . .
C13 C 0.48812(15) 0.37177(8) 0.16357(11) 0.0311(3) Uani 1 1 d . . . . .
H13 H 0.474555 0.417257 0.120073 0.037 Uiso 1 1 calc R U . . .
C14 C 0.84560(14) 0.47956(8) 0.88610(11) 0.0315(3) Uani 1 1 d . . . . .
H14 H 0.857925 0.517663 0.830111 0.038 Uiso 1 1 calc R U . . .
C15 C 0.48614(15) 0.37488(8) 0.28347(11) 0.0306(3) Uani 1 1 d . . . . .
H15 H 0.468727 0.421241 0.320522 0.037 Uiso 1 1 calc R U . . .
N4 N 0.7115(2) 0.46986(10) 0.58482(16) 0.0725(5) Uani 1 1 d . . . . .
C16 C 0.7573(2) 0.47224(9) 0.49835(16) 0.0511(4) Uani 1 1 d . . . . .
B1 B 0.29776(16) 0.38672(9) 0.90166(13) 0.0294(3) Uani 1 1 d . . . . .
C17 C 0.8149(2) 0.47677(10) 0.38731(16) 0.0548(5) Uani 1 1 d . . . . .
H17 H 0.739424 0.489137 0.324839 0.082 Uiso 1 1 calc R U . . .
H17A H 0.856763 0.428184 0.370275 0.082 Uiso 1 1 calc R U . . .
H17B H 0.887397 0.516057 0.391752 0.082 Uiso 1 1 calc R U . . .
B2 B 0.55656(18) 0.17160(9) 0.90362(14) 0.0297(3) Uani 1 1 d . . . . .
H2 H 0.5727(18) 0.1476(10) 0.8186(16) 0.052(5) Uiso 1 1 d . . . . .
H2A H 0.5702(17) 0.1292(10) 0.9787(15) 0.045(5) Uiso 1 1 d . . . . .
H2B H 0.4471(17) 0.2008(8) 0.9008(14) 0.035(4) Uiso 1 1 d . . . . .
H2C H 0.6395(15) 0.2179(8) 0.9194(13) 0.028(4) Uiso 1 1 d . . . . .
H2D H 0.4068(15) 0.4141(8) 0.9072(13) 0.035(4) Uiso 1 1 d . . . . .
H2E H 0.3107(15) 0.3237(8) 0.8762(13) 0.030(4) Uiso 1 1 d . . . . .
H2F H 0.2548(16) 0.3911(9) 0.9880(14) 0.040(4) Uiso 1 1 d . . . . .
H2G H 0.2258(18) 0.4140(9) 0.8303(15) 0.049(5) Uiso 1 1 d . . . . .


_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
Mg1 N1 2.1754(11) . ?
Mg1 N2 2.1961(10) . ?
Mg1 N3 2.2166(11) 1_556 ?
Mg1 B2 2.4840(16) . ?
Mg1 B1 2.4847(16) . ?
Mg1 H2B 2.039(15) . ?
Mg1 H2C 2.007(14) . ?
Mg1 H2D 2.124(15) . ?
Mg1 H2E 1.973(14) . ?
N1 C10 1.3364(16) . ?
N1 C12 1.3385(16) . ?
N2 C6 1.3397(15) . ?
N2 C7 1.3407(15) . ?
N3 C3 1.3391(16) . ?
N3 C13 1.3451(16) . ?
C1 C11 1.3850(17) . ?
C1 C14 1.3886(17) . ?
C1 C1 1.480(2) 3_767 ?
C2 C5 1.3846(17) . ?
C2 C8 1.3868(17) . ?
C2 C9 1.4742(17) . ?
C3 C4 1.3844(17) . ?
C3 H3 0.9500 . ?
C4 C9 1.3856(18) . ?
C4 H4 0.9500 . ?
C5 C7 1.3774(16) . ?
C5 H5 0.9500 . ?
C6 C8 1.3810(16) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C15 1.3906(18) . ?
C10 C14 1.3770(18) . ?
C10 H10 0.9500 . ?
C11 C12 1.3757(18) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C15 1.3804(17) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
N4 C16 1.132(2) . ?
C16 C17 1.450(3) . ?
B1 H2D 1.144(15) . ?
B1 H2E 1.167(14) . ?
B1 H2F 1.119(16) . ?
B1 H2G 1.116(17) . ?
C17 H17 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
B2 H2 1.093(18) . ?
B2 H2A 1.140(17) . ?
B2 H2B 1.165(16) . ?
B2 H2C 1.141(14) . ?

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
N1 Mg1 N2 90.82(4) . . ?
N1 Mg1 N3 89.26(4) . 1_556 ?
N2 Mg1 N3 178.95(4) . 1_556 ?
N1 Mg1 B2 113.59(5) . . ?
N2 Mg1 B2 87.94(5) . . ?
N3 Mg1 B2 92.98(5) 1_556 . ?
N1 Mg1 B1 113.93(5) . . ?
N2 Mg1 B1 92.82(5) . . ?
N3 Mg1 B1 86.19(5) 1_556 . ?
B2 Mg1 B1 132.45(6) . . ?
N1 Mg1 H2B 141.1(4) . . ?
N2 Mg1 H2B 90.3(4) . . ?
N3 Mg1 H2B 90.3(4) 1_556 . ?
B2 Mg1 H2B 27.7(4) . . ?
B1 Mg1 H2B 104.8(4) . . ?
N1 Mg1 H2C 86.8(4) . . ?
N2 Mg1 H2C 88.8(4) . . ?
N3 Mg1 H2C 92.3(4) 1_556 . ?
B2 Mg1 H2C 26.8(4) . . ?
B1 Mg1 H2C 159.2(4) . . ?
H2B Mg1 H2C 54.4(6) . . ?
N1 Mg1 H2D 86.7(4) . . ?
N2 Mg1 H2D 90.7(4) . . ?
N3 Mg1 H2D 88.3(4) 1_556 . ?
B2 Mg1 H2D 159.7(4) . . ?
B1 Mg1 H2D 27.3(4) . . ?
H2B Mg1 H2D 132.1(6) . . ?
H2C Mg1 H2D 173.5(6) . . ?
N1 Mg1 H2E 140.3(4) . . ?
N2 Mg1 H2E 85.5(4) . . ?
N3 Mg1 H2E 93.8(4) 1_556 . ?
B2 Mg1 H2E 105.8(4) . . ?
B1 Mg1 H2E 27.4(4) . . ?
H2B Mg1 H2E 78.5(6) . . ?
H2C Mg1 H2E 132.5(6) . . ?
H2D Mg1 H2E 53.9(6) . . ?
C10 N1 C12 116.20(11) . . ?
C10 N1 Mg1 120.37(8) . . ?
C12 N1 Mg1 123.26(9) . . ?
C6 N2 C7 116.78(10) . . ?
C6 N2 Mg1 122.02(8) . . ?
C7 N2 Mg1 121.08(8) . . ?
C3 N3 C13 116.62(11) . . ?
C3 N3 Mg1 122.81(8) . 1_554 ?
C13 N3 Mg1 120.54(8) . 1_554 ?
C11 C1 C14 116.19(11) . . ?
C11 C1 C1 121.86(14) . 3_767 ?
C14 C1 C1 121.95(14) . 3_767 ?
C5 C2 C8 117.68(11) . . ?
C5 C2 C9 120.68(11) . . ?
C8 C2 C9 121.64(11) . . ?
N3 C3 C4 123.68(12) . . ?
N3 C3 H3 118.2 . . ?
C4 C3 H3 118.2 . . ?
C3 C4 C9 119.21(12) . . ?
C3 C4 H4 120.4 . . ?
C9 C4 H4 120.4 . . ?
C7 C5 C2 119.30(11) . . ?
C7 C5 H5 120.3 . . ?
C2 C5 H5 120.3 . . ?
N2 C6 C8 123.35(11) . . ?
N2 C6 H6 118.3 . . ?
C8 C6 H6 118.3 . . ?
N2 C7 C5 123.56(11) . . ?
N2 C7 H7 118.2 . . ?
C5 C7 H7 118.2 . . ?
C6 C8 C2 119.31(11) . . ?
C6 C8 H8 120.3 . . ?
C2 C8 H8 120.3 . . ?
C4 C9 C15 117.65(11) . . ?
C4 C9 C2 121.13(11) . . ?
C15 C9 C2 121.21(11) . . ?
N1 C10 C14 123.59(12) . . ?
N1 C10 H10 118.2 . . ?
C14 C10 H10 118.2 . . ?
C12 C11 C1 120.15(12) . . ?
C12 C11 H11 119.9 . . ?
C1 C11 H11 119.9 . . ?
N1 C12 C11 123.65(12) . . ?
N1 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
N3 C13 C15 123.47(12) . . ?
N3 C13 H13 118.3 . . ?
C15 C13 H13 118.3 . . ?
C10 C14 C1 120.10(12) . . ?
C10 C14 H14 119.9 . . ?
C1 C14 H14 119.9 . . ?
C13 C15 C9 119.32(12) . . ?
C13 C15 H15 120.3 . . ?
C9 C15 H15 120.3 . . ?
N4 C16 C17 178.9(2) . . ?
Mg1 B1 H2D 58.5(7) . . ?
Mg1 B1 H2E 51.1(7) . . ?
H2D B1 H2E 107.3(10) . . ?
Mg1 B1 H2F 112.6(8) . . ?
H2D B1 H2F 110.4(11) . . ?
H2E B1 H2F 110.4(11) . . ?
Mg1 B1 H2G 135.9(9) . . ?
H2D B1 H2G 109.6(11) . . ?
H2E B1 H2G 107.8(12) . . ?
H2F B1 H2G 111.2(12) . . ?
C16 C17 H17 109.5 . . ?
C16 C17 H17A 109.5 . . ?
H17 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Mg1 B2 H2 117.5(9) . . ?
Mg1 B2 H2A 128.5(9) . . ?
H2 B2 H2A 113.7(13) . . ?
Mg1 B2 H2B 54.4(7) . . ?
H2 B2 H2B 111.7(12) . . ?
H2A B2 H2B 109.7(11) . . ?
Mg1 B2 H2C 52.6(7) . . ?
H2 B2 H2C 104.7(11) . . ?
H2A B2 H2C 109.9(11) . . ?
H2B B2 H2C 106.8(10) . . ?

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
C13 N3 C3 C4 -1.25(18) . . . . ?
Mg1 N3 C3 C4 176.73(9) 1_554 . . . ?
N3 C3 C4 C9 0.76(19) . . . . ?
C8 C2 C5 C7 -0.93(19) . . . . ?
C9 C2 C5 C7 179.17(12) . . . . ?
C7 N2 C6 C8 -1.07(18) . . . . ?
Mg1 N2 C6 C8 175.02(10) . . . . ?
C6 N2 C7 C5 -0.32(19) . . . . ?
Mg1 N2 C7 C5 -176.45(10) . . . . ?
C2 C5 C7 N2 1.3(2) . . . . ?
N2 C6 C8 C2 1.41(19) . . . . ?
C5 C2 C8 C6 -0.35(18) . . . . ?
C9 C2 C8 C6 179.54(12) . . . . ?
C3 C4 C9 C15 1.06(18) . . . . ?
C3 C4 C9 C2 -178.67(11) . . . . ?
C5 C2 C9 C4 -135.46(13) . . . . ?
C8 C2 C9 C4 44.66(18) . . . . ?
C5 C2 C9 C15 44.83(18) . . . . ?
C8 C2 C9 C15 -135.06(14) . . . . ?
C12 N1 C10 C14 -2.4(2) . . . . ?
Mg1 N1 C10 C14 172.91(11) . . . . ?
C14 C1 C11 C12 -2.7(2) . . . . ?
C1 C1 C11 C12 177.53(15) 3_767 . . . ?
C10 N1 C12 C11 2.9(2) . . . . ?
Mg1 N1 C12 C11 -172.34(11) . . . . ?
C1 C11 C12 N1 -0.3(2) . . . . ?
C3 N3 C13 C15 -0.10(19) . . . . ?
Mg1 N3 C13 C15 -178.13(10) 1_554 . . . ?
N1 C10 C14 C1 -0.6(2) . . . . ?
C11 C1 C14 C10 3.1(2) . . . . ?
C1 C1 C14 C10 -177.14(15) 3_767 . . . ?
N3 C13 C15 C9 1.9(2) . . . . ?
C4 C9 C15 C13 -2.29(19) . . . . ?
C2 C9 C15 C13 177.43(12) . . . . ?

_refine_diff_density_max         0.323
_refine_diff_density_min         -0.219
_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_Ca-pyz
_database_code_depnum_ccdc_archive 'CCDC 1855672'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;
#==============================================================================
# CHEMICAL DATA

_chemical_name_systematic        
;
    ?
;
_chemical_name_common            Ca-pyz
_chemical_formula_structural     'C8 B2 Ca1 N4 H16'
_chemical_formula_analytical     ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H16 B2 Ca1 N4'
_chemical_formula_weight         229.939
_chemical_melting_point          ?
_chemical_compound_source        ?

#==============================================================================
# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'C c c a'
_space_group_name_Hall           ?
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,y,1/2+z
3 1/2+x,1/2-y,1/2+z
4 -x,1/2-y,z
5 1/2+x,1/2+y,z
6 1-x,1/2+y,1/2+z
7 1+x,1-y,1/2+z
8 1/2-x,1-y,z
9 -x,-y,-z
10 -1/2+x,-y,-1/2-z
11 -1/2-x,-1/2+y,-1/2-z
12 x,-1/2+y,-z
13 -1/2-x,-1/2-y,-z
14 -1+x,-1/2-y,-1/2-z
15 -1-x,-1+y,-1/2-z
16 -1/2+x,-1+y,-z

_cell_length_a                   11.1233(12)
_cell_length_b                   10.5994(11)
_cell_length_c                   11.2028(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1320.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298
_rigaku_reference_intensity_ratio 3.32
_rigaku_pref_orient_index_h      1
_rigaku_pref_orient_index_k      1
_rigaku_pref_orient_index_l      1
_pd_char_colour                  white
_exptl_crystal_density_diffrn    1.16
_exptl_crystal_F_000             488.00

#==============================================================================
# EXPERIMENTAL DATA

_computing_data_collection       'ENTER THE DATA COLLECTION PROGRAM NAME'
_diffrn_measurement_device_type  'ENTER THE MEASUREMENT DEVICE NAME'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     1
_diffrn_measurement_method       2θ
_diffrn_ambient_temperature      298

_pd_meas_2theta_range_min        6.0000
_pd_meas_2theta_range_max        60.0000
_pd_meas_2theta_range_inc        0.0100
_pd_meas_number_of_points        5401

_reflns_number_total             352
_reflns_limit_h_min              0
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              11
_reflns_d_resolution_high        1.0009
_reflns_d_resolution_low         6.3307

#==============================================================================
# REFINEMENT DATA

_computing_cell_refinement       'PDXL Version 2.8.1.1 (Rigaku, 2017)'
_computing_structure_solution    'EXPO2009 (Altomare, A. et.al., 2009)'
_computing_structure_refinement  'PDXL Version 2.8.1.1 (Rigaku, 2017)'
_computing_publication_material  'PDXL Version 2.8.1.1 (Rigaku, 2017)'
_computing_molecular_graphics    ?
_refine_special_details          
;
;
_pd_calc_method                  'Rietveld Refinement'
_refine_ls_weighting_scheme      sigma
_refine_ls_structure_factor_coef Fsqd
_refine_ls_hydrogen_treatment    
? # CHOOSE reffAll refxyz refU noref constr mixed or undef
_refine_ls_number_restraints     24
_refine_ls_number_constraints    0
_refine_ls_number_parameters     26
_refine_ls_matrix_type           full
_pd_proc_ls_pref_orient_corr     
;
    March-Dollase
    h = 1, k = 1, l = 1, Ratio = 1.127(12)
;
_pd_proc_ls_prof_R_factor        0.0511
_pd_proc_ls_prof_wR_expected     0.0298
_pd_proc_ls_prof_wR_factor       0.0778
_refine_ls_goodness_of_fit_all   2.6101
_refine_ls_shift/su_max          0.0020

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
B B 0.003 0.002 2.05450 1.33260 1.09790 0.706800 23.2185 1.02100 60.3498
0.140300 -0.19320
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
C C 0.006 0.004 2.31000 1.02000 1.58860 0.865000 20.8439 10.2075 0.568700
51.6512 0.215600
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
Ca Ca 0.306 0.587 8.62660 7.38730 1.58990 1.02110 10.4421 0.659900 85.7484
178.437 1.37510
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
H H 0.000 0.000 0.489918 0.262003 0.196767 0.049879 20.6593 7.74039 49.5519
2.20159 0.001305
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999).
;
N N 0.012 0.007 12.2126 3.13220 2.01250 1.16630 0.005700 9.89330 28.9975
0.582600 -11.529
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;

#==============================================================================
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
Ca1 Ca 0.5 0.25 0.25 0.021843 Uiso 1
N1 N 0.333703 0.257293 0.083288 0.060958 Uiso 1
B1 B 0.5 0.504318 0.25 0.0552 Uiso 1
C1 C 0.349381 0.318140 -0.013222 0.107267 Uiso 1
C2 C 0.245132 0.179865 0.103185 0.077050 Uiso 1
H1 H 0.416186 0.373020 -0.021287 0.107267 Uiso 1
H2 H 0.239270 0.137696 0.177574 0.077050 Uiso 1
H3 H 0.508576 0.444840 0.171804 0.0552 Uiso 1
H4 H 0.583807 0.568133 0.261555 0.0552 Uiso 1
#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
N1 C1 1.27094(10) yes . .
N1 C2 1.30148(9) yes . .
C1 C2 1.45651(11) yes . 13_665
C1 H1 0.94800(7) no . .
C2 H2 0.94790(8) no . .
B1 H3 1.08348(8) no . .
B1 H3 1.08348(8) no . 15_766
B1 H4 1.15900(9) no . .
B1 H4 1.15900(9) no . 15_766
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
N1 C1 C2 119.799(5) yes . . 13_665
N1 C2 C1 114.754(5) yes . . 13_665
C1 N1 C2 124.719(2) yes . . .
N1 C1 H1 120.000(3) no . . .
N1 C2 H2 119.999(2) no . . .
C2 C1 H1 119.401(5) no 13_665 . .
C1 C2 H2 124.440(5) no 13_665 . .
H3 B1 H3 108.838(8) no . . 15_766
H3 B1 H4 111.042(4) no . . .
H3 B1 H4 108.668(4) no . . 15_766
H3 B1 H4 108.668(4) no 15_766 . .
H3 B1 H4 111.042(4) no 15_766 . 15_766
H4 B1 H4 108.591(8) no . . 15_766
####################################################################### 
# 
# 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_mnbpy
_database_code_depnum_ccdc_archive 'CCDC 1855666'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H20 B2 Mn N4'
_chemical_formula_weight         356.93

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'
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'
Mn Mn 0.3368 0.7283 '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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.679(2)
_cell_length_b                   17.812(4)
_cell_length_c                   11.672(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.918(3)
_cell_angle_gamma                90
_cell_volume                     1997.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4940
_cell_measurement_theta_min      3.1189
_cell_measurement_theta_max      27.4662

_exptl_crystal_description       Rod
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_F_000             740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.665
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.937
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16060
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.119
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4497
_reflns_number_gt                3518
_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-2017/1 (Sheldrick, 2017)'
_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)+(0.0658P)²+0.2603P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4497
_refine_ls_number_parameters     297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1295
_refine_ls_wR_factor_gt          0.1181
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_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
Mn1 Mn 0.48349(3) 0.19150(2) 0.59292(3) 0.03274(14) Uani 1 1 d . . . . .
N1 N 0.4752(2) 0.18735(11) -0.21227(15) 0.0350(4) Uani 1 1 d . . . . .
N2 N 0.28679(19) 0.12434(11) 0.56152(16) 0.0381(4) Uani 1 1 d . . . . .
C1 C 0.4836(2) 0.19077(13) 0.02825(18) 0.0362(5) Uani 1 1 d . . . . .
C2 C 0.5730(3) 0.15118(16) -0.14285(19) 0.0456(6) Uani 1 1 d . . . . .
H1 H 0.639(3) 0.1244(14) -0.178(2) 0.043(7) Uiso 1 1 d . . . . .
C3 C 0.4691(3) 0.25587(16) 0.3332(2) 0.0450(6) Uani 1 1 d . . . . .
H2 H 0.453(3) 0.2989(14) 0.373(2) 0.041(7) Uiso 1 1 d . . . . .
C4 C 0.5806(3) 0.15087(17) -0.0246(2) 0.0468(6) Uani 1 1 d . . . . .
H3 H 0.651(3) 0.1232(16) 0.021(2) 0.056(8) Uiso 1 1 d . . . . .
C5 C 0.4669(3) 0.25720(16) 0.2143(2) 0.0444(6) Uani 1 1 d . . . . .
H4 H 0.447(3) 0.3018(15) 0.175(2) 0.051(8) Uiso 1 1 d . . . . .
C6 C 0.4891(3) 0.19209(14) 0.15587(19) 0.0385(5) Uani 1 1 d . . . . .
C7 C 0.3810(3) 0.22508(16) -0.16049(19) 0.0411(6) Uani 1 1 d . . . . .
H5 H 0.319(3) 0.2510(15) -0.207(2) 0.050(7) Uiso 1 1 d . . . . .
C8 C 0.1949(3) 0.13147(16) 0.4671(2) 0.0504(7) Uani 1 1 d . . . . .
H6 H 0.206(3) 0.1743(17) 0.419(2) 0.061(8) Uiso 1 1 d . . . . .
C9 C 0.0584(2) 0.02668(12) 0.51340(18) 0.0350(5) Uani 1 1 d . . . . .
N3 N 0.4920(2) 0.19352(11) 0.39616(15) 0.0400(5) Uani 1 1 d . . . . .
C10 C 0.3821(3) 0.22902(16) -0.04227(19) 0.0420(6) Uani 1 1 d . . . . .
H7 H 0.315(2) 0.2581(13) -0.0140(19) 0.034(6) Uiso 1 1 d . . . . .
C11 C 0.5150(3) 0.13067(17) 0.3389(2) 0.0535(7) Uani 1 1 d . . . . .
H8 H 0.534(3) 0.0872(19) 0.384(3) 0.079(10) Uiso 1 1 d . . . . .
C12 C 0.2615(3) 0.06924(16) 0.6338(2) 0.0501(7) Uani 1 1 d . . . . .
H9 H 0.334(3) 0.0647(16) 0.710(2) 0.063(8) Uiso 1 1 d . . . . .
H10 H 0.533(3) 0.0811(19) 0.184(3) 0.073(9) Uiso 1 1 d . . . . .
C13 C 0.0828(3) 0.08476(15) 0.4409(2) 0.0489(6) Uani 1 1 d . . . . .
H11 H 0.022(3) 0.0926(16) 0.377(2) 0.061(8) Uiso 1 1 d . . . . .
C14 C 0.5162(3) 0.12769(17) 0.2211(2) 0.0523(7) Uani 1 1 d . . . . .
C15 C 0.1506(3) 0.02112(17) 0.6139(2) 0.0515(7) Uani 1 1 d . . . . .
H12 H 0.139(3) -0.0206(19) 0.673(3) 0.079(10) Uiso 1 1 d . . . . .
B1 B 0.4410(4) 0.32934(19) 0.6015(3) 0.0511(7) Uani 1 1 d . . . . .
H13 H 0.353(3) 0.2803(18) 0.585(2) 0.072(9) Uiso 1 1 d . . . . .
H14 H 0.545(4) 0.2999(17) 0.608(3) 0.076(10) Uiso 1 1 d . . . . .
H15 H 0.435(3) 0.3704(15) 0.531(2) 0.054(7) Uiso 1 1 d . . . . .
B2 B 0.6957(3) 0.1110(2) 0.6067(3) 0.0496(8) Uani 1 1 d . . . . .
H16 H 0.758(3) 0.0869(17) 0.677(2) 0.067(8) Uiso 1 1 d . . . . .
H17 H 0.743(3) 0.1021(16) 0.531(2) 0.057(8) Uiso 1 1 d . . . . .
H18 H 0.682(3) 0.1765(16) 0.626(2) 0.058(8) Uiso 1 1 d . . . . .
H19 H 0.587(3) 0.0847(14) 0.594(2) 0.046(7) Uiso 1 1 d . . . . .
H20 H 0.423(3) 0.3583(17) 0.686(2) 0.071(9) Uiso 1 1 d . . . . .
C16 C 0.2425(5) 0.0285(2) 0.9986(4) 0.0966(14) Uani 1 1 d . . . . .
C17 C 0.1859(5) 0.0239(3) 1.1107(3) 0.0972(13) Uani 1 1 d . . . . .
N4 N 0.2870(6) 0.0302(3) 0.9122(3) 0.1418(19) Uani 1 1 d . . . . .


_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 N2 2.2409(19) . ?
Mn1 N1 2.2861(18) 1_556 ?
Mn1 N3 2.3081(18) . ?
Mn1 B1 2.494(3) . ?
Mn1 B2 2.494(3) . ?
N1 C7 1.335(3) . ?
N1 C2 1.335(3) . ?
N2 C12 1.336(3) . ?
N2 C8 1.336(3) . ?
C1 C4 1.380(3) . ?
C1 C10 1.383(3) . ?
C1 C6 1.484(3) . ?
C2 C4 1.374(3) . ?
C3 N3 1.335(3) . ?
C3 C5 1.386(3) . ?
C5 C6 1.375(3) . ?
C6 C14 1.385(4) . ?
C7 C10 1.380(3) . ?
C8 C13 1.372(3) . ?
C9 C13 1.375(3) . ?
C9 C15 1.389(3) . ?
C9 C9 1.482(4) 3_556 ?
N3 C11 1.336(3) . ?
C11 C14 1.377(3) . ?
C12 C15 1.371(3) . ?
C16 N4 1.143(5) . ?
C16 C17 1.480(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Mn1 N1 90.83(7) . 1_556 ?
N2 Mn1 N3 88.68(7) . . ?
N1 Mn1 N3 179.04(7) 1_556 . ?
N2 Mn1 B1 113.02(10) . . ?
N1 Mn1 B1 88.05(9) 1_556 . ?
N3 Mn1 B1 92.90(9) . . ?
N2 Mn1 B2 112.36(11) . . ?
N1 Mn1 B2 92.55(8) 1_556 . ?
N3 Mn1 B2 86.87(9) . . ?
B1 Mn1 B2 134.60(13) . . ?
C7 N1 C2 116.19(19) . . ?
C7 N1 Mn1 122.80(15) . 1_554 ?
C2 N1 Mn1 120.80(15) . 1_554 ?
C12 N2 C8 115.9(2) . . ?
C12 N2 Mn1 120.38(15) . . ?
C8 N2 Mn1 123.50(16) . . ?
C4 C1 C10 117.4(2) . . ?
C4 C1 C6 120.8(2) . . ?
C10 C1 C6 121.8(2) . . ?
N1 C2 C4 124.1(2) . . ?
N3 C3 C5 123.1(2) . . ?
C2 C4 C1 119.3(2) . . ?
C6 C5 C3 119.8(2) . . ?
C5 C6 C14 117.2(2) . . ?
C5 C6 C1 121.5(2) . . ?
C14 C6 C1 121.4(2) . . ?
N1 C7 C10 123.7(2) . . ?
N2 C8 C13 123.8(2) . . ?
C13 C9 C15 115.7(2) . . ?
C13 C9 C9 122.4(2) . 3_556 ?
C15 C9 C9 121.9(3) . 3_556 ?
C3 N3 C11 116.6(2) . . ?
C3 N3 Mn1 122.48(16) . . ?
C11 N3 Mn1 120.83(16) . . ?
C7 C10 C1 119.3(2) . . ?
N3 C11 C14 123.6(2) . . ?
N2 C12 C15 123.5(2) . . ?
C8 C13 C9 120.6(2) . . ?
C11 C14 C6 119.6(2) . . ?
C12 C15 C9 120.5(2) . . ?
N4 C16 C17 178.3(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
C7 N1 C2 C4 0.2(4) . . . . ?
Mn1 N1 C2 C4 175.1(2) 1_554 . . . ?
N1 C2 C4 C1 -0.9(4) . . . . ?
C10 C1 C4 C2 0.4(4) . . . . ?
C6 C1 C4 C2 -179.6(2) . . . . ?
N3 C3 C5 C6 0.0(4) . . . . ?
C3 C5 C6 C14 -1.5(4) . . . . ?
C3 C5 C6 C1 178.3(2) . . . . ?
C4 C1 C6 C5 137.9(3) . . . . ?
C10 C1 C6 C5 -42.2(4) . . . . ?
C4 C1 C6 C14 -42.4(4) . . . . ?
C10 C1 C6 C14 137.6(3) . . . . ?
C2 N1 C7 C10 1.1(4) . . . . ?
Mn1 N1 C7 C10 -173.7(2) 1_554 . . . ?
C12 N2 C8 C13 -2.1(4) . . . . ?
Mn1 N2 C8 C13 172.1(2) . . . . ?
C5 C3 N3 C11 0.8(4) . . . . ?
C5 C3 N3 Mn1 -176.6(2) . . . . ?
N1 C7 C10 C1 -1.6(4) . . . . ?
C4 C1 C10 C7 0.7(4) . . . . ?
C6 C1 C10 C7 -179.2(2) . . . . ?
C3 N3 C11 C14 0.1(4) . . . . ?
Mn1 N3 C11 C14 177.5(2) . . . . ?
C8 N2 C12 C15 1.2(4) . . . . ?
Mn1 N2 C12 C15 -173.2(2) . . . . ?
N2 C8 C13 C9 0.4(5) . . . . ?
C15 C9 C13 C8 2.2(4) . . . . ?
C9 C9 C13 C8 -177.8(3) 3_556 . . . ?
N3 C11 C14 C6 -1.7(5) . . . . ?
C5 C6 C14 C11 2.3(4) . . . . ?
C1 C6 C14 C11 -177.5(3) . . . . ?
N2 C12 C15 C9 1.4(5) . . . . ?
C13 C9 C15 C12 -3.1(4) . . . . ?
C9 C9 C15 C12 177.0(3) 3_556 . . . ?

_refine_diff_density_max         0.385
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_Mn-dpe
_database_code_depnum_ccdc_archive 'CCDC 1855671'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H26 B2 Mn N4'
_chemical_formula_weight         399.01

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
B B 0.0013 0.0007 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   26.000(8)
_cell_length_b                   9.727(3)
_cell_length_c                   18.685(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.150(5)
_cell_angle_gamma                90
_cell_volume                     4689(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    183(2)
_cell_measurement_reflns_used    5916
_cell_measurement_theta_min      3.0670
_cell_measurement_theta_max      27.5126

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.573
_shelx_estimated_absorpt_T_min   0.894
_shelx_estimated_absorpt_T_max   0.894
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      183(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18584
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.067
_diffrn_reflns_theta_max         27.577
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5318
_reflns_number_gt                4126
_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-2017/1 (Sheldrick, 2017)'
_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)+(0.1307P)²+3.2736P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5318
_refine_ls_number_parameters     332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0737
_refine_ls_wR_factor_ref         0.2220
_refine_ls_wR_factor_gt          0.2044
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.003

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 Mn 0.11034(2) 0.69742(5) 0.09436(3) 0.0338(2) Uani 1 1 d . . . . .
N1 N 0.02502(10) 0.7575(3) 0.09440(15) 0.0377(6) Uani 1 1 d . . . . .
N2 N 0.09210(10) 0.5077(3) 0.15487(14) 0.0381(6) Uani 1 1 d . . . . .
N3 N 0.19230(10) 0.6208(3) 0.09618(17) 0.0463(7) Uani 1 1 d . . . . .
C1 C 0.07993(16) 0.3892(4) 0.1195(2) 0.0491(9) Uani 1 1 d . . . . .
H1 H 0.0861(17) 0.391(4) 0.070(2) 0.057(11) Uiso 1 1 d . . . . .
C2 C -0.06615(14) 0.7088(4) 0.0818(2) 0.0496(9) Uani 1 1 d . . . . .
H2 H -0.1004(19) 0.641(5) 0.088(2) 0.079(14) Uiso 1 1 d . . . . .
C3 C -0.07836(13) 0.8457(4) 0.0703(2) 0.0465(8) Uani 1 1 d . . . . .
C4 C 0.05375(14) 0.2793(4) 0.2230(2) 0.0420(8) Uani 1 1 d . . . . .
C5 C 0.01279(13) 0.8907(4) 0.0848(2) 0.0474(8) Uani 1 1 d . . . . .
C6 C 0.06102(17) 0.2759(4) 0.1514(2) 0.0503(9) Uani 1 1 d . . . . .
H6 H 0.0522(18) 0.191(4) 0.121(2) 0.058(13) Uiso 1 1 d . . . . .
C7 C 0.08599(16) 0.5105(4) 0.2246(2) 0.0513(9) Uani 1 1 d . . . . .
H7 H 0.0983(17) 0.593(4) 0.252(2) 0.061(12) Uiso 1 1 d . . . . .
C8 C -0.03740(14) 0.9377(4) 0.0724(2) 0.0518(9) Uani 1 1 d . . . . .
H8 H -0.0437(18) 1.032(5) 0.067(2) 0.065(13) Uiso 1 1 d . . . . .
C9 C -0.01438(14) 0.6697(4) 0.0927(2) 0.0500(9) Uani 1 1 d . . . . .
H22 H -0.006639 0.574808 0.099349 0.060 Uiso 1 1 calc R U . . .
C10 C 0.06772(18) 0.4002(4) 0.2598(2) 0.0567(10) Uani 1 1 d . . . . .
H10 H 0.0636(18) 0.412(4) 0.311(3) 0.069(13) Uiso 1 1 d . . . . .
C11 C 0.29561(15) 0.5290(4) 0.1081(2) 0.0559(10) Uani 1 1 d . . . . .
C12 C 0.21400(19) 0.5883(7) 0.0360(3) 0.0841(17) Uani 1 1 d . . . . .
H12 H 0.183(2) 0.607(5) -0.011(3) 0.093(16) Uiso 1 1 d . . . . .
C13 C 0.2722(2) 0.5606(8) 0.1631(3) 0.103(2) Uani 1 1 d . . . . .
H21 H 0.290594 0.550560 0.210060 0.124 Uiso 1 1 calc R U . . .
C14 C 0.2653(2) 0.5447(8) 0.0393(3) 0.096(2) Uani 1 1 d . . . . .
H14 H 0.276(2) 0.491(7) -0.012(3) 0.12(2) Uiso 1 1 d . . . . .
C15 C -0.13404(15) 0.8954(5) 0.0556(3) 0.0577(10) Uani 1 1 d . . . . .
C16 C -0.14784(15) 0.9834(6) 0.1169(3) 0.0652(12) Uani 1 1 d . . . . .
C17 C 0.02948(15) 0.1594(4) 0.2579(2) 0.0524(9) Uani 1 1 d . . . . .
H23 H 0.039579 0.163176 0.310684 0.063 Uiso 1 1 calc R U . . .
H24 H 0.043073 0.072537 0.239971 0.063 Uiso 1 1 calc R U . . .
B1 B 0.09009(19) 0.6752(5) -0.0389(2) 0.0467(9) Uani 1 1 d . . . . .
H1A H 0.113(2) 0.646(6) -0.079(3) 0.089(15) Uiso 1 1 d . . . . .
H1B H 0.049(2) 0.710(5) -0.055(3) 0.082(16) Uiso 1 1 d . . . . .
H1C H 0.108(2) 0.743(5) -0.012(3) 0.067(13) Uiso 1 1 d . . . . .
H1D H 0.0874(18) 0.592(5) 0.003(2) 0.070(13) Uiso 1 1 d . . . . .
B2 B 0.14157(19) 0.8978(5) 0.1698(3) 0.0569(12) Uani 1 1 d . . . . .
H2A H 0.181(3) 0.901(6) 0.186(3) 0.11(2) Uiso 1 1 d . . . . .
H2B H 0.122(2) 0.989(6) 0.192(3) 0.091(16) Uiso 1 1 d . . . . .
H2C H 0.1331(18) 0.903(5) 0.104(2) 0.068(13) Uiso 1 1 d . . . . .
H2D H 0.136(3) 0.766(8) 0.180(4) 0.13(2) Uiso 1 1 d . . . . .
N4 N 0.3026(5) 0.0956(19) 0.1446(8) 0.239(8) Uani 1 1 d . . . . .
C18 C 0.2668(9) 0.1660(14) 0.1460(7) 0.208(8) Uani 1 1 d . . . . .
C19 C 0.2083(6) 0.2316(18) 0.1515(14) 0.311(15) Uani 1 1 d . . . . .
C20 C 0.2216(2) 0.6085(8) 0.1567(3) 0.097(2) Uani 1 1 d . . . . .
H20 H 0.197(3) 0.647(7) 0.198(4) 0.12(2) Uiso 1 1 d . . . . .
H20A H 0.0422(14) 0.963(4) 0.0880(18) 0.039(9) Uiso 1 1 d . . . . .
H20B H -0.158(2) 0.830(5) 0.034(3) 0.088(18) Uiso 1 1 d . . . . .
H20E H -0.1421(16) 0.953(4) 0.006(2) 0.051(10) Uiso 1 1 d . . . . .
H20F H -0.1376(19) 0.918(5) 0.159(2) 0.071(14) Uiso 1 1 d . . . . .
H20G H -0.120(3) 1.063(6) 0.126(3) 0.11(2) Uiso 1 1 d . . . . .


_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 N2 2.245(3) . ?
Mn1 N3 2.254(3) . ?
Mn1 N1 2.294(3) . ?
Mn1 B2 2.482(5) . ?
Mn1 B1 2.489(5) . ?
N1 C9 1.331(5) . ?
N1 C5 1.341(4) . ?
N2 C7 1.333(4) . ?
N2 C1 1.347(5) . ?
N3 C20 1.288(6) . ?
N3 C12 1.357(6) . ?
C1 C6 1.373(5) . ?
C2 C3 1.380(5) . ?
C2 C9 1.389(5) . ?
C3 C8 1.388(5) . ?
C3 C15 1.519(5) . ?
C4 C6 1.375(5) . ?
C4 C10 1.388(6) . ?
C4 C17 1.511(5) . ?
C5 C8 1.375(5) . ?
C7 C10 1.374(5) . ?
C11 C13 1.295(7) . ?
C11 C14 1.429(7) . ?
C11 C16 1.525(5) 3_545 ?
C12 C14 1.394(6) . ?
C13 C20 1.388(6) . ?
C15 C16 1.508(6) . ?
C17 C17 1.524(8) 2 ?
N4 C18 1.16(2) . ?
C18 C19 1.66(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Mn1 N3 88.81(10) . . ?
N2 Mn1 N1 86.81(10) . . ?
N3 Mn1 N1 175.36(11) . . ?
N2 Mn1 B2 115.71(16) . . ?
N3 Mn1 B2 90.53(14) . . ?
N1 Mn1 B2 92.74(13) . . ?
N2 Mn1 B1 113.62(13) . . ?
N3 Mn1 B1 93.91(13) . . ?
N1 Mn1 B1 86.46(13) . . ?
B2 Mn1 B1 130.54(18) . . ?
C9 N1 C5 116.6(3) . . ?
C9 N1 Mn1 125.3(2) . . ?
C5 N1 Mn1 117.3(2) . . ?
C7 N2 C1 116.6(3) . . ?
C7 N2 Mn1 122.3(2) . . ?
C1 N2 Mn1 120.5(2) . . ?
C20 N3 C12 116.4(4) . . ?
C20 N3 Mn1 119.9(3) . . ?
C12 N3 Mn1 123.7(3) . . ?
N2 C1 C6 123.3(3) . . ?
C3 C2 C9 119.1(3) . . ?
C2 C3 C8 117.2(3) . . ?
C2 C3 C15 122.1(4) . . ?
C8 C3 C15 120.7(4) . . ?
C6 C4 C10 116.3(3) . . ?
C6 C4 C17 121.0(3) . . ?
C10 C4 C17 122.6(3) . . ?
N1 C5 C8 123.2(3) . . ?
C1 C6 C4 120.2(4) . . ?
N2 C7 C10 122.8(4) . . ?
C5 C8 C3 120.0(3) . . ?
N1 C9 C2 123.9(3) . . ?
C7 C10 C4 120.6(4) . . ?
C13 C11 C14 115.3(4) . . ?
C13 C11 C16 121.6(4) . 3_545 ?
C14 C11 C16 123.0(4) . 3_545 ?
N3 C12 C14 121.9(5) . . ?
C11 C13 C20 123.0(5) . . ?
C12 C14 C11 119.3(5) . . ?
C16 C15 C3 110.8(3) . . ?
C15 C16 C11 113.6(4) . 3_455 ?
C4 C17 C17 112.4(3) . 2 ?
N4 C18 C19 166.3(16) . . ?
N3 C20 C13 123.9(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
C7 N2 C1 C6 1.4(6) . . . . ?
Mn1 N2 C1 C6 -170.0(3) . . . . ?
C9 C2 C3 C8 -1.7(6) . . . . ?
C9 C2 C3 C15 178.0(4) . . . . ?
C9 N1 C5 C8 -1.2(6) . . . . ?
Mn1 N1 C5 C8 169.4(3) . . . . ?
N2 C1 C6 C4 -0.2(6) . . . . ?
C10 C4 C6 C1 -1.6(6) . . . . ?
C17 C4 C6 C1 175.7(4) . . . . ?
C1 N2 C7 C10 -0.7(6) . . . . ?
Mn1 N2 C7 C10 170.5(3) . . . . ?
N1 C5 C8 C3 0.9(6) . . . . ?
C2 C3 C8 C5 0.6(6) . . . . ?
C15 C3 C8 C5 -179.1(4) . . . . ?
C5 N1 C9 C2 -0.1(6) . . . . ?
Mn1 N1 C9 C2 -169.9(3) . . . . ?
C3 C2 C9 N1 1.5(7) . . . . ?
N2 C7 C10 C4 -1.1(7) . . . . ?
C6 C4 C10 C7 2.2(6) . . . . ?
C17 C4 C10 C7 -175.0(4) . . . . ?
C20 N3 C12 C14 -0.4(9) . . . . ?
Mn1 N3 C12 C14 178.2(5) . . . . ?
C14 C11 C13 C20 -0.9(11) . . . . ?
C16 C11 C13 C20 176.9(7) 3_545 . . . ?
N3 C12 C14 C11 2.3(10) . . . . ?
C13 C11 C14 C12 -1.5(9) . . . . ?
C16 C11 C14 C12 -179.3(6) 3_545 . . . ?
C2 C3 C15 C16 113.2(5) . . . . ?
C8 C3 C15 C16 -67.0(6) . . . . ?
C3 C15 C16 C11 -176.1(4) . . . 3_455 ?
C6 C4 C17 C17 -80.8(5) . . . 2 ?
C10 C4 C17 C17 96.3(5) . . . 2 ?
C12 N3 C20 C13 -2.2(10) . . . . ?
Mn1 N3 C20 C13 179.1(6) . . . . ?
C11 C13 C20 N3 3.0(13) . . . . ?

_refine_diff_density_max         0.938
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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_Mndpe
_database_code_depnum_ccdc_archive 'CCDC 1855667'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H26 B2 Mn N4'
_chemical_formula_weight         399.01

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
B B 0.0013 0.0007 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.105(5)
_cell_length_b                   13.814(3)
_cell_length_c                   14.339(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.514(3)
_cell_angle_gamma                90
_cell_volume                     4576.4(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    183(2)
_cell_measurement_reflns_used    5925
_cell_measurement_theta_min      3.0284
_cell_measurement_theta_max      27.4855

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.587
_shelx_estimated_absorpt_T_min   0.892
_shelx_estimated_absorpt_T_max   0.892
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      183(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18149
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.028
_diffrn_reflns_theta_max         27.487
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5231
_reflns_number_gt                4409
_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-2017/1 (Sheldrick, 2017)'
_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)+(0.0786P)²+4.8093P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5231
_refine_ls_number_parameters     269
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0553
_refine_ls_wR_factor_ref         0.1513
_refine_ls_wR_factor_gt          0.1426
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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 Mn 0.65584(2) 0.87301(2) 0.34135(2) 0.02821(14) Uani 1 1 d . . . . .
N1 N 0.66367(8) 0.03559(13) 0.36574(14) 0.0326(4) Uani 1 1 d . . . . .
N2 N 0.59727(8) 0.85757(13) 0.46452(13) 0.0307(4) Uani 1 1 d . . . . .
N3 N 0.65890(9) 0.70805(14) 0.33394(14) 0.0386(5) Uani 1 1 d . . . . .
C1 C 0.65317(10) 0.08111(16) 0.44667(16) 0.0331(5) Uani 1 1 d . . . . .
H1 H 0.637794 0.044569 0.496811 0.040 Uiso 1 1 calc R U . . .
C2 C 0.68726(10) 0.23391(16) 0.38922(17) 0.0347(5) Uani 1 1 d . . . . .
C3 C 0.66370(11) 0.17872(16) 0.46037(17) 0.0364(5) Uani 1 1 d . . . . .
H3 H 0.654817 0.207976 0.518466 0.044 Uiso 1 1 calc R U . . .
C4 C 0.69954(12) 0.18583(18) 0.30692(18) 0.0428(6) Uani 1 1 d . . . . .
H4 H 0.716479 0.219999 0.256560 0.051 Uiso 1 1 calc R U . . .
C5 C 0.68728(12) 0.08878(18) 0.29784(18) 0.0428(6) Uani 1 1 d . . . . .
H5 H 0.696012 0.057901 0.240462 0.051 Uiso 1 1 calc R U . . .
C6 C 0.65636(11) 0.50438(18) 0.33716(18) 0.0408(6) Uani 1 1 d . . . . .
C7 C 0.52565(11) 0.8384(2) 0.62095(16) 0.0395(5) Uani 1 1 d . . . . .
C8 C 0.69615(12) 0.34178(17) 0.39749(19) 0.0411(6) Uani 1 1 d . . . . .
H8 H 0.735741 0.358752 0.377305 0.049 Uiso 1 1 calc R U . . .
H8A H 0.691950 0.361793 0.463379 0.049 Uiso 1 1 calc R U . . .
C9 C 0.69436(12) 0.55632(18) 0.38980(19) 0.0446(6) Uani 1 1 d . . . . .
H9 H 0.721224 0.523723 0.429296 0.054 Uiso 1 1 calc R U . . .
C10 C 0.69422(12) 0.65631(19) 0.38628(19) 0.0427(6) Uani 1 1 d . . . . .
H10 H 0.721473 0.689922 0.424252 0.051 Uiso 1 1 calc R U . . .
C11 C 0.61775(11) 0.8285(2) 0.54666(18) 0.0454(6) Uani 1 1 d . . . . .
H11 H 0.657862 0.814201 0.551907 0.055 Uiso 1 1 calc R U . . .
C12 C 0.54090(12) 0.8761(2) 0.46063(19) 0.0494(7) Uani 1 1 d . . . . .
H12 H 0.524773 0.896464 0.402702 0.059 Uiso 1 1 calc R U . . .
C13 C 0.65207(11) 0.39489(18) 0.33733(19) 0.0416(6) Uani 1 1 d . . . . .
H13 H 0.655957 0.371806 0.272323 0.050 Uiso 1 1 calc R U . . .
H13A H 0.612893 0.376718 0.358561 0.050 Uiso 1 1 calc R U . . .
C14 C 0.58393(11) 0.8179(2) 0.62485(18) 0.0492(7) Uani 1 1 d . . . . .
H14 H 0.600974 0.796343 0.681695 0.059 Uiso 1 1 calc R U . . .
C15 C 0.50453(12) 0.8675(2) 0.5355(2) 0.0558(8) Uani 1 1 d . . . . .
H15 H 0.464529 0.881739 0.528168 0.067 Uiso 1 1 calc R U . . .
C16 C 0.48603(13) 0.8332(3) 0.70427(18) 0.0618(9) Uani 1 1 d . . . . .
H16 H 0.459149 0.888914 0.701252 0.074 Uiso 1 1 calc R U . . .
H16A H 0.462437 0.773596 0.698685 0.074 Uiso 1 1 calc R U . . .
B1 B 0.60065(15) 0.8923(2) 0.1929(2) 0.0441(7) Uani 1 1 d . . . . .
H1A H 0.5918(14) 0.963(2) 0.163(2) 0.068(10) Uiso 1 1 d . . . . .
H1B H 0.5867(14) 0.831(2) 0.149(2) 0.061(9) Uiso 1 1 d . . . . .
H1C H 0.6482(14) 0.888(2) 0.199(2) 0.054(9) Uiso 1 1 d . . . . .
H1D H 0.5853(16) 0.885(2) 0.265(3) 0.070(11) Uiso 1 1 d . . . . .
B2 B 0.76246(13) 0.8800(2) 0.3777(2) 0.0374(6) Uani 1 1 d . . . . .
C17 C 0.6225(2) 0.6575(2) 0.2812(3) 0.1029(19) Uani 1 1 d . . . . .
H17 H 0.596675 0.691825 0.241204 0.124 Uiso 1 1 calc R U . . .
C18 C 0.6200(2) 0.5579(2) 0.2811(4) 0.109(2) Uani 1 1 d . . . . .
H18 H 0.592760 0.525868 0.241789 0.130 Uiso 1 1 calc R U . . .
C19 C 0.4680(5) 0.4191(8) 0.3941(8) 0.106(3) Uiso 0.5 1 d . . P A 1
C20 C 0.4255(4) 0.4157(8) 0.4566(7) 0.206(4) Uiso 1 1 d . . . . .
N4 N 0.4970(5) 0.4160(8) 0.3345(8) 0.137(3) Uiso 0.5 1 d . . P A 1
N5 N 0.4432(7) 0.6081(12) 0.4629(11) 0.196(6) Uiso 0.5 1 d . . P . .
C21 C 0.4304(7) 0.5199(14) 0.4470(11) 0.161(5) Uiso 0.5 1 d . . P A .
H21 H 0.7288(14) 0.870(2) 0.434(2) 0.055(9) Uiso 1 1 d . . . . .
H21A H 0.7439(13) 0.8823(19) 0.308(2) 0.049(8) Uiso 1 1 d . . . . .
H21B H 0.7844(14) 0.946(2) 0.383(2) 0.062(9) Uiso 1 1 d . . . . .
H21C H 0.7950(13) 0.818(2) 0.380(2) 0.051(8) Uiso 1 1 d . . . . .


_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 N2 2.2448(19) . ?
Mn1 N1 2.2798(19) 1_565 ?
Mn1 N3 2.282(2) . ?
Mn1 B1 2.485(3) . ?
Mn1 B2 2.515(3) . ?
Mn1 H1C 2.06(3) . ?
Mn1 H1D 1.96(4) . ?
Mn1 H21 2.14(3) . ?
Mn1 H21A 2.10(3) . ?
N1 C5 1.340(3) . ?
N1 C1 1.344(3) . ?
N2 C11 1.328(3) . ?
N2 C12 1.328(3) . ?
N3 C10 1.315(3) . ?
N3 C17 1.326(4) . ?
C1 C3 1.384(3) . ?
C1 H1 0.9500 . ?
C2 C4 1.386(3) . ?
C2 C3 1.389(3) . ?
C2 C8 1.509(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C9 1.358(4) . ?
C6 C18 1.374(4) . ?
C6 C13 1.516(3) . ?
C7 C15 1.375(4) . ?
C7 C14 1.377(4) . ?
C7 C16 1.513(3) . ?
C8 C13 1.518(4) . ?
C8 H8 0.9900 . ?
C8 H8A 0.9900 . ?
C9 C10 1.382(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C14 1.380(3) . ?
C11 H11 0.9500 . ?
C12 C15 1.375(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9900 . ?
C13 H13A 0.9900 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C16 1.456(6) 2_656 ?
C16 H16 0.9900 . ?
C16 H16A 0.9900 . ?
B1 H1A 1.09(3) . ?
B1 H1B 1.10(3) . ?
B1 H1C 1.10(3) . ?
B1 H1D 1.10(4) . ?
B2 H21 1.14(3) . ?
B2 H21A 1.08(3) . ?
B2 H21B 1.05(3) . ?
B2 H21C 1.14(3) . ?
C17 C18 1.376(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 N4 1.092(14) . ?
C19 C20 1.335(13) . ?
C19 C21 1.81(2) . ?
C20 C21 1.450(18) . ?
N5 C21 1.274(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Mn1 N1 91.17(7) . 1_565 ?
N2 Mn1 N3 87.76(7) . . ?
N1 Mn1 N3 171.20(8) 1_565 . ?
N2 Mn1 B1 112.06(10) . . ?
N1 Mn1 B1 93.73(10) 1_565 . ?
N3 Mn1 B1 94.76(10) . . ?
N2 Mn1 B2 115.89(9) . . ?
N1 Mn1 B2 81.61(8) 1_565 . ?
N3 Mn1 B2 91.00(9) . . ?
B1 Mn1 B2 131.87(11) . . ?
N2 Mn1 H1C 138.0(9) . . ?
N1 Mn1 H1C 93.3(8) 1_565 . ?
N3 Mn1 H1C 93.3(8) . . ?
B1 Mn1 H1C 26.0(9) . . ?
B2 Mn1 H1C 106.1(9) . . ?
N2 Mn1 H1D 86.7(11) . . ?
N1 Mn1 H1D 93.9(9) 1_565 . ?
N3 Mn1 H1D 94.8(9) . . ?
B1 Mn1 H1D 25.3(11) . . ?
B2 Mn1 H1D 156.9(11) . . ?
H1C Mn1 H1D 51.3(14) . . ?
N2 Mn1 H21 89.2(9) . . ?
N1 Mn1 H21 82.2(7) 1_565 . ?
N3 Mn1 H21 89.0(7) . . ?
B1 Mn1 H21 158.5(9) . . ?
B2 Mn1 H21 26.7(9) . . ?
H1C Mn1 H21 132.8(13) . . ?
H1D Mn1 H21 174.3(13) . . ?
N2 Mn1 H21A 140.9(9) . . ?
N1 Mn1 H21A 84.2(7) 1_565 . ?
N3 Mn1 H21A 91.2(7) . . ?
B1 Mn1 H21A 107.0(9) . . ?
B2 Mn1 H21A 25.0(9) . . ?
H1C Mn1 H21A 81.1(13) . . ?
H1D Mn1 H21A 132.2(14) . . ?
H21 Mn1 H21A 51.7(12) . . ?
C5 N1 C1 116.7(2) . . ?
C5 N1 Mn1 117.45(15) . 1_545 ?
C1 N1 Mn1 125.36(15) . 1_545 ?
C11 N2 C12 115.9(2) . . ?
C11 N2 Mn1 120.95(16) . . ?
C12 N2 Mn1 123.13(17) . . ?
C10 N3 C17 115.3(2) . . ?
C10 N3 Mn1 122.37(17) . . ?
C17 N3 Mn1 122.2(2) . . ?
N1 C1 C3 123.1(2) . . ?
N1 C1 H1 118.5 . . ?
C3 C1 H1 118.5 . . ?
C4 C2 C3 116.6(2) . . ?
C4 C2 C8 120.8(2) . . ?
C3 C2 C8 122.6(2) . . ?
C1 C3 C2 120.0(2) . . ?
C1 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C2 120.3(2) . . ?
C5 C4 H4 119.9 . . ?
C2 C4 H4 119.9 . . ?
N1 C5 C4 123.4(2) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C9 C6 C18 115.5(2) . . ?
C9 C6 C13 124.6(2) . . ?
C18 C6 C13 119.9(2) . . ?
C15 C7 C14 115.8(2) . . ?
C15 C7 C16 120.3(2) . . ?
C14 C7 C16 123.8(2) . . ?
C2 C8 C13 110.0(2) . . ?
C2 C8 H8 109.7 . . ?
C13 C8 H8 109.7 . . ?
C2 C8 H8A 109.7 . . ?
C13 C8 H8A 109.7 . . ?
H8 C8 H8A 108.2 . . ?
C6 C9 C10 120.4(2) . . ?
C6 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
N3 C10 C9 124.4(2) . . ?
N3 C10 H10 117.8 . . ?
C9 C10 H10 117.8 . . ?
N2 C11 C14 123.6(2) . . ?
N2 C11 H11 118.2 . . ?
C14 C11 H11 118.2 . . ?
N2 C12 C15 123.8(2) . . ?
N2 C12 H12 118.1 . . ?
C15 C12 H12 118.1 . . ?
C6 C13 C8 116.1(2) . . ?
C6 C13 H13 108.3 . . ?
C8 C13 H13 108.3 . . ?
C6 C13 H13A 108.3 . . ?
C8 C13 H13A 108.3 . . ?
H13 C13 H13A 107.4 . . ?
C7 C14 C11 120.4(2) . . ?
C7 C14 H14 119.8 . . ?
C11 C14 H14 119.8 . . ?
C12 C15 C7 120.5(2) . . ?
C12 C15 H15 119.8 . . ?
C7 C15 H15 119.8 . . ?
C16 C16 C7 116.4(3) 2_656 . ?
C16 C16 H16 108.2 2_656 . ?
C7 C16 H16 108.2 . . ?
C16 C16 H16A 108.2 2_656 . ?
C7 C16 H16A 108.2 . . ?
H16 C16 H16A 107.3 . . ?
Mn1 B1 H1A 121.8(17) . . ?
Mn1 B1 H1B 123.5(17) . . ?
H1A B1 H1B 114(2) . . ?
Mn1 B1 H1C 54.9(17) . . ?
H1A B1 H1C 105(2) . . ?
H1B B1 H1C 107(2) . . ?
Mn1 B1 H1D 49.7(19) . . ?
H1A B1 H1D 113(2) . . ?
H1B B1 H1D 112(2) . . ?
H1C B1 H1D 105(2) . . ?
Mn1 B2 H21 57.8(17) . . ?
Mn1 B2 H21A 55.3(17) . . ?
H21 B2 H21A 113(2) . . ?
Mn1 B2 H21B 121.5(17) . . ?
H21 B2 H21B 113(2) . . ?
H21A B2 H21B 103(2) . . ?
Mn1 B2 H21C 128.7(15) . . ?
H21 B2 H21C 110(2) . . ?
H21A B2 H21C 108(2) . . ?
H21B B2 H21C 109(2) . . ?
N3 C17 C18 123.6(3) . . ?
N3 C17 H17 118.2 . . ?
C18 C17 H17 118.2 . . ?
C6 C18 C17 120.8(3) . . ?
C6 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
N4 C19 C20 169.6(14) . . ?
N4 C19 C21 131.2(13) . . ?
C20 C19 C21 52.3(7) . . ?
C19 C20 C21 81.0(10) . . ?
N5 C21 C20 161.8(17) . . ?
N5 C21 C19 134.3(15) . . ?
C20 C21 C19 46.7(7) . . ?

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 N1 C1 C3 2.3(4) . . . . ?
Mn1 N1 C1 C3 173.80(18) 1_545 . . . ?
N1 C1 C3 C2 -1.3(4) . . . . ?
C4 C2 C3 C1 -0.6(4) . . . . ?
C8 C2 C3 C1 175.9(2) . . . . ?
C3 C2 C4 C5 1.4(4) . . . . ?
C8 C2 C4 C5 -175.2(3) . . . . ?
C1 N1 C5 C4 -1.5(4) . . . . ?
Mn1 N1 C5 C4 -173.7(2) 1_545 . . . ?
C2 C4 C5 N1 -0.3(4) . . . . ?
C4 C2 C8 C13 69.2(3) . . . . ?
C3 C2 C8 C13 -107.1(3) . . . . ?
C18 C6 C9 C10 1.1(5) . . . . ?
C13 C6 C9 C10 -178.7(3) . . . . ?
C17 N3 C10 C9 -1.1(5) . . . . ?
Mn1 N3 C10 C9 174.5(2) . . . . ?
C6 C9 C10 N3 -0.1(4) . . . . ?
C12 N2 C11 C14 -0.4(4) . . . . ?
Mn1 N2 C11 C14 179.8(2) . . . . ?
C11 N2 C12 C15 0.6(4) . . . . ?
Mn1 N2 C12 C15 -179.6(2) . . . . ?
C9 C6 C13 C8 -3.4(4) . . . . ?
C18 C6 C13 C8 176.8(4) . . . . ?
C2 C8 C13 C6 -178.9(2) . . . . ?
C15 C7 C14 C11 1.1(5) . . . . ?
C16 C7 C14 C11 -177.1(3) . . . . ?
N2 C11 C14 C7 -0.5(5) . . . . ?
N2 C12 C15 C7 0.1(5) . . . . ?
C14 C7 C15 C12 -0.9(5) . . . . ?
C16 C7 C15 C12 177.3(3) . . . . ?
C15 C7 C16 C16 -160.5(2) . . . 2_656 ?
C14 C7 C16 C16 17.6(4) . . . 2_656 ?
C10 N3 C17 C18 1.3(7) . . . . ?
Mn1 N3 C17 C18 -174.3(4) . . . . ?
C9 C6 C18 C17 -1.0(7) . . . . ?
C13 C6 C18 C17 178.8(4) . . . . ?
N3 C17 C18 C6 -0.2(9) . . . . ?
N4 C19 C20 C21 -114(8) . . . . ?
C19 C20 C21 N5 -102(5) . . . . ?
N4 C19 C21 N5 -38(3) . . . . ?
C20 C19 C21 N5 155(2) . . . . ?
N4 C19 C21 C20 167.3(19) . . . . ?

_refine_diff_density_max         0.657
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_Mn-dpp
_database_code_depnum_ccdc_archive 'CCDC 1855663'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6.50 H11 B Mn0.50 N'
_chemical_formula_weight         141.44

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'
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'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

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

_cell_length_a                   5.155(3)
_cell_length_b                   13.178(7)
_cell_length_c                   11.242(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.764(8)
_cell_angle_gamma                90
_cell_volume                     761.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    183(2)
_cell_measurement_reflns_used    2265
_cell_measurement_theta_min      3.0917
_cell_measurement_theta_max      27.4623

_exptl_crystal_description       Rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_F_000             298
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.850
_shelx_estimated_absorpt_T_min   0.848
_shelx_estimated_absorpt_T_max   0.848
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      183(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6173
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.092
_diffrn_reflns_theta_max         27.524
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1817
_reflns_number_gt                1606
_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-2017/1 (Sheldrick, 2017)'
_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)+(0.0285P)²+0.3819P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1817
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.0892
_refine_ls_wR_factor_gt          0.0854
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_restrained_S_all      1.152
_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
Mn1 Mn -0.47534(9) 0.250000 0.27176(4) 0.02784(16) Uani 1 2 d S T P . .
N2 N -0.2531(3) 0.11031(13) 0.25571(15) 0.0272(4) Uani 1 1 d . . . . .
C11 C -0.1283(4) -0.03024(16) 0.1386(2) 0.0314(5) Uani 1 1 d . . . . .
H11 H -0.150(4) -0.0648(18) 0.068(2) 0.036(6) Uiso 1 1 d . . . . .
C12 C 0.0869(4) -0.00314(17) 0.3304(2) 0.0313(5) Uani 1 1 d . . . . .
C5 C -0.0730(4) 0.07976(16) 0.34188(19) 0.0304(5) Uani 1 1 d . . . . .
H5 H -0.060(4) 0.1204(18) 0.4096(19) 0.035(6) Uiso 1 1 d . . . . .
C6 C 0.0730(6) -0.250000 0.2379(3) 0.0285(6) Uani 1 2 d S T P . .
H6 H 0.033(6) -0.250000 0.320(3) 0.030(8) Uiso 1 2 d S . P . .
C7 C 0.0624(4) -0.06093(16) 0.22652(19) 0.0289(5) Uani 1 1 d . . . . .
C8 C -0.2767(4) 0.05400(17) 0.1554(2) 0.0314(5) Uani 1 1 d . . . . .
H8 H -0.399(4) 0.0772(17) 0.0961(19) 0.031(6) Uiso 1 1 d . . . . .
C9 C 0.2234(4) -0.15400(16) 0.2103(2) 0.0312(5) Uani 1 1 d . . . . .
H9 H 0.269(4) -0.1562(17) 0.127(2) 0.034(6) Uiso 1 1 d . . . . .
B1 B -0.7671(8) 0.250000 0.0983(3) 0.0318(8) Uani 1 2 d S T P . .
H17 H -0.755(4) 0.3188(17) 0.160(2) 0.041(7) Uiso 1 1 d . . . . .
B2 B -0.5605(9) 0.250000 0.4806(3) 0.0396(9) Uani 1 2 d S T P . .
H13 H -0.704(6) 0.250000 0.397(3) 0.028(8) Uiso 1 2 d S . P . .
H2 H -0.356(7) 0.250000 0.449(3) 0.054(11) Uiso 1 2 d S . P . .
H1 H 0.209(5) -0.0176(19) 0.393(2) 0.042(7) Uiso 1 1 d . . . . .
H16 H -0.956(7) 0.250000 0.046(3) 0.047(10) Uiso 1 2 d S . P . .
H15 H 0.380(4) -0.1489(17) 0.2601(19) 0.031(6) Uiso 1 1 d . . . . .
H14 H -0.091(6) -0.250000 0.194(3) 0.032(9) Uiso 1 2 d S . P . .
H18 H -0.596(8) 0.250000 0.046(3) 0.062(12) Uiso 1 2 d S . P . .
H19 H -0.587(6) 0.317(2) 0.527(3) 0.074(9) Uiso 1 1 d . . . . .


_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 N2 2.1836(19) . ?
Mn1 N2 2.184(2) 4_565 ?
Mn1 B1 2.362(4) . ?
Mn1 B2 2.424(4) . ?
N2 C5 1.347(3) . ?
N2 C8 1.347(3) . ?
C11 C8 1.370(3) . ?
C11 C7 1.395(3) . ?
C12 C5 1.381(3) . ?
C12 C7 1.391(3) . ?
C6 C9 1.529(3) . ?
C6 C9 1.529(3) 4 ?
C7 C9 1.500(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Mn1 N2 114.92(10) . 4_565 ?
N2 Mn1 B1 103.55(7) . . ?
N2 Mn1 B1 103.55(7) 4_565 . ?
N2 Mn1 B2 102.62(7) . . ?
N2 Mn1 B2 102.62(7) 4_565 . ?
B1 Mn1 B2 130.22(15) . . ?
C5 N2 C8 116.52(19) . . ?
C5 N2 Mn1 121.85(14) . . ?
C8 N2 Mn1 121.47(14) . . ?
C8 C11 C7 120.4(2) . . ?
C5 C12 C7 119.9(2) . . ?
N2 C5 C12 123.4(2) . . ?
C9 C6 C9 111.7(3) . 4 ?
C12 C7 C11 116.5(2) . . ?
C12 C7 C9 122.5(2) . . ?
C11 C7 C9 121.0(2) . . ?
N2 C8 C11 123.3(2) . . ?
C7 C9 C6 110.92(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N2 C5 C12 1.4(3) . . . . ?
Mn1 N2 C5 C12 -174.13(16) . . . . ?
C7 C12 C5 N2 -1.3(3) . . . . ?
C5 C12 C7 C11 -0.1(3) . . . . ?
C5 C12 C7 C9 -177.7(2) . . . . ?
C8 C11 C7 C12 1.3(3) . . . . ?
C8 C11 C7 C9 178.9(2) . . . . ?
C5 N2 C8 C11 -0.2(3) . . . . ?
Mn1 N2 C8 C11 175.41(17) . . . . ?
C7 C11 C8 N2 -1.2(3) . . . . ?
C12 C7 C9 C6 97.5(3) . . . . ?
C11 C7 C9 C6 -80.0(3) . . . . ?
C9 C6 C9 C7 174.48(16) 4 . . . ?

_refine_diff_density_max         0.334
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_Zn-bpy
_database_code_depnum_ccdc_archive 'CCDC 1855661'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H32 B4 N4 Zn2'
_chemical_formula_weight         502.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0381(3)
_cell_length_b                   11.3074(3)
_cell_length_c                   14.0676(4)
_cell_angle_alpha                79.486(2)
_cell_angle_beta                 89.486(2)
_cell_angle_gamma                71.225(3)
_cell_volume                     1188.54(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9238
_cell_measurement_theta_min      2.8910
_cell_measurement_theta_max      30.9940

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_F_000             520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.032
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22056
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.937
_diffrn_reflns_theta_max         31.064
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6913
_reflns_number_gt                5205
_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-2017/1 (Sheldrick, 2017)'
_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)+(0.0400P)²+0.1674P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6913
_refine_ls_number_parameters     399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0844
_refine_ls_wR_factor_gt          0.0780
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.001

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
Zn1 Zn 0.25189(3) 0.09502(2) 0.24669(2) 0.02242(6) Uani 1 1 d . . . . .
Zn2 Zn -0.25019(2) -0.59417(2) 0.74527(2) 0.02237(6) Uani 1 1 d . . . . .
C1 C -0.0869(2) -0.08719(17) 0.41396(13) 0.0264(4) Uani 1 1 d . . . . .
C2 C 0.2081(2) -0.20747(18) 0.46919(13) 0.0289(4) Uani 1 1 d . . . . .
H40 H 0.294(3) -0.2775(19) 0.5065(14) 0.035(5) Uiso 1 1 d . . . . .
N3 N -0.34155(19) -0.48196(13) 0.84999(10) 0.0235(3) Uani 1 1 d . . . . .
C8 C -0.0199(3) -0.44025(18) 0.67812(13) 0.0293(4) Uani 1 1 d . . . . .
C4 C 0.2621(3) -0.11925(18) 0.40773(13) 0.0291(4) Uani 1 1 d . . . . .
N1 N 0.14914(19) -0.01779(13) 0.34911(10) 0.0242(3) Uani 1 1 d . . . . .
C5 C -0.0320(2) -0.29120(16) 0.53205(12) 0.0233(3) Uani 1 1 d . . . . .
C13 C -0.3178(3) -0.41295(17) 0.99858(13) 0.0285(4) Uani 1 1 d . . . . .
H13 H -0.258(3) -0.4295(18) 1.0584(14) 0.038(5) Uiso 1 1 d . . . . .
C14 C -0.2601(2) -0.49685(18) 0.93639(13) 0.0281(4) Uani 1 1 d . . . . .
H14 H -0.156(3) -0.5693(19) 0.9544(13) 0.035(5) Uiso 1 1 d . . . . .
C6 C 0.0306(2) -0.19491(16) 0.47158(11) 0.0230(3) Uani 1 1 d . . . . .
C11 C -0.4882(3) -0.38178(18) 0.82602(14) 0.0312(4) Uani 1 1 d . . . . .
H11 H -0.544(3) -0.3719(19) 0.7634(14) 0.039(6) Uiso 1 1 d . . . . .
N2 N -0.15645(19) -0.47042(13) 0.64811(10) 0.0240(3) Uani 1 1 d . . . . .
C9 C -0.1708(2) -0.32551(18) 0.49899(12) 0.0270(4) Uani 1 1 d . . . . .
C7 C -0.0224(2) -0.00336(17) 0.35451(13) 0.0260(4) Uani 1 1 d . . . . .
C16 C -0.5539(3) -0.29378(18) 0.88404(13) 0.0311(4) Uani 1 1 d . . . . .
H16 H -0.655(3) -0.2222(19) 0.8636(14) 0.037(6) Uiso 1 1 d . . . . .
C18 C 0.0448(2) -0.35322(18) 0.62339(13) 0.0280(4) Uani 1 1 d . . . . .
H19 H 0.023(2) -0.4778(17) 0.7419(13) 0.026(5) Uiso 1 1 d . . . . .
B1 B 0.4606(3) 0.1178(2) 0.34520(16) 0.0277(4) Uani 1 1 d . . . . .
H36 H 0.324(3) 0.186(2) 0.3256(17) 0.069(7) Uiso 1 1 d . . . . .
H35 H 0.460(3) 0.076(2) 0.4187(17) 0.061(7) Uiso 1 1 d . . . . .
H34 H 0.553(3) 0.167(2) 0.3361(15) 0.042(6) Uiso 1 1 d . . . . .
C17 C -0.4671(2) -0.30665(16) 0.97211(12) 0.0236(3) Uani 1 1 d . . . . .
B2 B 0.0374(3) 0.2469(2) 0.13899(16) 0.0282(5) Uani 1 1 d . . . . .
H2 H -0.026(4) 0.316(3) 0.1442(18) 0.057(8) Uiso 1 1 d . . . . .
B3 B 0.0137(3) -0.7523(2) 0.78508(16) 0.0270(4) Uani 1 1 d . . . . .
H32 H 0.122(3) -0.7341(19) 0.7446(14) 0.045(6) Uiso 1 1 d . . . . .
H3 H 0.043(3) -0.833(2) 0.8263(18) 0.059(7) Uiso 1 1 d . . . . .
B4 B -0.5169(3) -0.6035(2) 0.6930(2) 0.0350(5) Uani 1 1 d . . . . .
H28 H -0.411(3) -0.672(2) 0.7535(18) 0.074(8) Uiso 1 1 d . . . . .
H4 H -0.550(4) -0.653(2) 0.6499(18) 0.061(8) Uiso 1 1 d . . . . .
N4 N 0.35227(19) -0.03009(14) 0.15216(10) 0.0244(3) Uani 1 1 d . . . . .
C20 C 0.5245(2) -0.08798(18) 0.14451(13) 0.0284(4) Uani 1 1 d . . . . .
C21 C 0.2384(3) -0.06088(18) 0.09977(14) 0.0300(4) Uani 1 1 d . . . . .
C22 C 0.4698(2) -0.21011(16) 0.03353(12) 0.0238(3) Uani 1 1 d . . . . .
C23 C 0.2917(2) -0.14894(18) 0.04083(14) 0.0299(4) Uani 1 1 d . . . . .
C24 C 0.5884(2) -0.17673(18) 0.08657(13) 0.0287(4) Uani 1 1 d . . . . .
C25 C -0.2279(2) -0.41324(18) 0.55873(12) 0.0272(4) Uani 1 1 d . . . . .
H20 H -0.203(2) -0.0723(16) 0.4142(12) 0.022(5) Uiso 1 1 d . . . . .
H1 H -0.322(2) -0.4368(17) 0.5378(13) 0.027(5) Uiso 1 1 d . . . . .
H23 H 0.208(2) -0.1717(17) 0.0064(13) 0.032(5) Uiso 1 1 d . . . . .
H17 H 0.137(2) -0.3329(17) 0.6487(13) 0.029(5) Uiso 1 1 d . . . . .
H18 H -0.219(2) -0.2909(17) 0.4374(13) 0.027(5) Uiso 1 1 d . . . . .
H21 H -0.100(2) 0.0724(17) 0.3125(12) 0.023(4) Uiso 1 1 d . . . . .
H24 H 0.706(3) -0.2151(19) 0.0843(14) 0.038(6) Uiso 1 1 d . . . . .
H22 H 0.384(3) -0.1269(18) 0.4022(13) 0.035(5) Uiso 1 1 d . . . . .
H25 H 0.605(3) -0.0664(18) 0.1809(14) 0.035(5) Uiso 1 1 d . . . . .
H26 H 0.119(2) -0.0210(17) 0.1069(12) 0.025(5) Uiso 1 1 d . . . . .
H27 H -0.477(3) -0.553(2) 0.6584(16) 0.043(7) Uiso 1 1 d . . . . .
H29 H -0.628(3) -0.557(2) 0.7365(17) 0.069(8) Uiso 1 1 d . . . . .
H30 H -0.044(4) -0.691(3) 0.816(2) 0.068(9) Uiso 1 1 d . . . . .
H31 H -0.094(3) -0.747(2) 0.7291(16) 0.055(6) Uiso 1 1 d . . . . .
H37 H 0.017(4) 0.190(3) 0.178(2) 0.066(9) Uiso 1 1 d . . . . .
H33 H 0.484(3) 0.056(3) 0.2957(18) 0.067(8) Uiso 1 1 d . . . . .
H38 H 0.181(3) 0.241(2) 0.1559(15) 0.054(6) Uiso 1 1 d . . . . .
H39 H 0.039(3) 0.2303(19) 0.0662(15) 0.046(6) Uiso 1 1 d . . . . .


_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
Zn1 N4 2.0865(15) . ?
Zn1 N1 2.0908(15) . ?
Zn1 B1 2.292(2) . ?
Zn1 B2 2.326(2) . ?
Zn2 N2 2.0871(14) . ?
Zn2 N3 2.0934(14) . ?
Zn2 B3 2.286(2) . ?
Zn2 B4 2.313(2) . ?
C1 C7 1.373(2) . ?
C1 C6 1.395(2) . ?
C2 C4 1.374(3) . ?
C2 C6 1.389(2) . ?
N3 C11 1.340(2) . ?
N3 C14 1.343(2) . ?
C8 N2 1.342(2) . ?
C8 C18 1.370(2) . ?
C4 N1 1.348(2) . ?
N1 C7 1.338(2) . ?
C5 C18 1.389(2) . ?
C5 C9 1.402(2) . ?
C5 C6 1.473(3) . ?
C13 C14 1.376(2) . ?
C13 C17 1.393(2) . ?
C11 C16 1.373(3) . ?
N2 C25 1.344(2) . ?
C9 C25 1.372(2) . ?
C16 C17 1.388(2) . ?
C17 C22 1.475(3) 1_456 ?
N4 C20 1.340(2) . ?
N4 C21 1.346(2) . ?
C20 C24 1.376(3) . ?
C21 C23 1.372(3) . ?
C22 C23 1.387(2) . ?
C22 C24 1.398(2) . ?

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
N4 Zn1 N1 100.24(6) . . ?
N4 Zn1 B1 114.48(7) . . ?
N1 Zn1 B1 98.63(7) . . ?
N4 Zn1 B2 97.00(7) . . ?
N1 Zn1 B2 113.07(8) . . ?
B1 Zn1 B2 130.27(8) . . ?
N2 Zn2 N3 99.70(6) . . ?
N2 Zn2 B3 96.99(7) . . ?
N3 Zn2 B3 115.22(7) . . ?
N2 Zn2 B4 113.03(8) . . ?
N3 Zn2 B4 98.50(8) . . ?
B3 Zn2 B4 130.09(8) . . ?
C7 C1 C6 119.22(17) . . ?
C4 C2 C6 119.87(17) . . ?
C11 N3 C14 117.22(15) . . ?
C11 N3 Zn2 116.93(11) . . ?
C14 N3 Zn2 125.71(12) . . ?
N2 C8 C18 123.25(16) . . ?
N1 C4 C2 122.84(17) . . ?
C7 N1 C4 117.05(15) . . ?
C7 N1 Zn1 124.12(11) . . ?
C4 N1 Zn1 118.52(12) . . ?
C18 C5 C9 117.06(16) . . ?
C18 C5 C6 121.80(16) . . ?
C9 C5 C6 121.13(15) . . ?
C14 C13 C17 119.53(16) . . ?
N3 C14 C13 123.11(17) . . ?
C2 C6 C1 117.27(16) . . ?
C2 C6 C5 121.64(16) . . ?
C1 C6 C5 121.09(17) . . ?
N3 C11 C16 123.12(17) . . ?
C8 N2 C25 116.98(15) . . ?
C8 N2 Zn2 118.04(11) . . ?
C25 N2 Zn2 124.90(12) . . ?
C25 C9 C5 119.18(16) . . ?
N1 C7 C1 123.64(16) . . ?
C11 C16 C17 119.83(17) . . ?
C8 C18 C5 119.93(16) . . ?
C16 C17 C13 117.13(16) . . ?
C16 C17 C22 120.87(17) . 1_456 ?
C13 C17 C22 122.00(16) . 1_456 ?
C20 N4 C21 117.58(16) . . ?
C20 N4 Zn1 123.79(12) . . ?
C21 N4 Zn1 118.51(12) . . ?
N4 C20 C24 123.08(17) . . ?
N4 C21 C23 122.83(18) . . ?
C23 C22 C24 117.52(16) . . ?
C23 C22 C17 121.58(17) . 1_654 ?
C24 C22 C17 120.90(17) . 1_654 ?
C21 C23 C22 119.78(17) . . ?
C20 C24 C22 119.21(17) . . ?
N2 C25 C9 123.54(16) . . ?

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
C6 C2 C4 N1 0.9(3) . . . . ?
C2 C4 N1 C7 1.7(3) . . . . ?
C2 C4 N1 Zn1 -172.07(15) . . . . ?
C11 N3 C14 C13 -1.8(3) . . . . ?
Zn2 N3 C14 C13 173.63(15) . . . . ?
C17 C13 C14 N3 -0.2(3) . . . . ?
C4 C2 C6 C1 -3.5(3) . . . . ?
C4 C2 C6 C5 176.33(18) . . . . ?
C7 C1 C6 C2 3.5(3) . . . . ?
C7 C1 C6 C5 -176.34(16) . . . . ?
C18 C5 C6 C2 37.5(3) . . . . ?
C9 C5 C6 C2 -141.61(18) . . . . ?
C18 C5 C6 C1 -142.70(19) . . . . ?
C9 C5 C6 C1 38.2(3) . . . . ?
C14 N3 C11 C16 1.9(3) . . . . ?
Zn2 N3 C11 C16 -173.98(16) . . . . ?
C18 C8 N2 C25 1.7(3) . . . . ?
C18 C8 N2 Zn2 -175.18(15) . . . . ?
C18 C5 C9 C25 2.5(3) . . . . ?
C6 C5 C9 C25 -178.31(17) . . . . ?
C4 N1 C7 C1 -1.7(3) . . . . ?
Zn1 N1 C7 C1 171.69(13) . . . . ?
C6 C1 C7 N1 -0.9(3) . . . . ?
N3 C11 C16 C17 0.1(3) . . . . ?
N2 C8 C18 C5 0.1(3) . . . . ?
C9 C5 C18 C8 -2.2(3) . . . . ?
C6 C5 C18 C8 178.62(18) . . . . ?
C11 C16 C17 C13 -2.0(3) . . . . ?
C11 C16 C17 C22 177.00(19) . . . 1_456 ?
C14 C13 C17 C16 2.1(3) . . . . ?
C14 C13 C17 C22 -176.94(18) . . . 1_456 ?
C21 N4 C20 C24 -0.4(3) . . . . ?
Zn1 N4 C20 C24 175.51(14) . . . . ?
C20 N4 C21 C23 0.8(3) . . . . ?
Zn1 N4 C21 C23 -175.33(15) . . . . ?
N4 C21 C23 C22 -0.1(3) . . . . ?
C24 C22 C23 C21 -1.0(3) . . . . ?
C17 C22 C23 C21 179.15(18) 1_654 . . . ?
N4 C20 C24 C22 -0.7(3) . . . . ?
C23 C22 C24 C20 1.4(3) . . . . ?
C17 C22 C24 C20 -178.78(17) 1_654 . . . ?
C8 N2 C25 C9 -1.3(3) . . . . ?
Zn2 N2 C25 C9 175.30(14) . . . . ?
C5 C9 C25 N2 -0.8(3) . . . . ?

_refine_diff_density_max         0.564
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.071

####################################################################### 
# 
# 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_Zn-dpp
_database_code_depnum_ccdc_archive 'CCDC 1855662'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;
_audit_creation_date             2018-06-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H22 B2 N2 Zn'
_chemical_formula_sum            'C13 H22 B2 N2 Zn'
_chemical_formula_weight         293.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H B N Zn'
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.2876(3)
_cell_length_b                   10.9187(7)
_cell_length_c                   12.7971(7)
_cell_angle_alpha                91.996(5)
_cell_angle_beta                 90.216(5)
_cell_angle_gamma                94.748(5)
_cell_volume                     735.83(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5948
_cell_measurement_temperature    93
_cell_measurement_theta_max      30.5270
_cell_measurement_theta_min      2.4220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.651
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93494
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.12b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             308
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
6 -9 5 0.0422
-2 -4 17 0.0588
-7 8 2 0.0354
1 6 -17 0.0598
7 -7 -4 0.0471
-2 -14 6 0.0383
-3 -13 -4 0.0364
-3 0 -17 0.0614
0 12 -12 0.0813
3 14 0 0.0993
3 4 15 0.0740
5 2 13 0.0625
4 12 -2 0.0889
-3 9 -14 0.0533

_exptl_crystal_size_max          0.176
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.08
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
5.8596 -9.4027 5.4799 -0.1268 0.7581 0.6397
-1.9095 -3.9059 16.8993 0.0778 -0.4522 0.8885
-6.6846 7.7028 1.8543 0.1605 -0.9538 -0.2539
0.5742 5.5946 -16.9309 -0.0465 0.2661 -0.9628
6.6824 -6.8120 -4.2351 -0.1651 0.9797 0.1140
-1.6259 -13.9928 5.9327 0.7422 0.1255 0.6583
-3.0389 -13.0256 -3.5920 0.9752 0.1646 0.1481
-2.7894 -0.0005 -16.6670 0.5199 0.0873 -0.8498
0.2295 11.8516 -11.8822 -0.4147 -0.0704 -0.9072
2.5368 13.9893 -0.4859 -0.9118 -0.1540 -0.3805
3.2862 4.1747 14.9674 -0.7435 -0.1251 0.6569
4.9943 2.0093 12.9745 -0.7492 0.1584 0.6546
3.9804 12.0212 -2.0069 -0.9125 0.0861 -0.3707
-3.0097 9.0064 -13.9824 0.0428 -0.2671 -0.9845

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.861
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10420
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.861
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.022
_diffrn_reflns_theta_min         2.415
_diffrn_ambient_temperature      93
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.861
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     11.00  97.00   0.50    5.00    --    8.10  35.00 135.00  172
  2  ω    -62.00 -15.00   0.50    5.00    --    8.10 -35.00 -21.00   94
  3  ω    -41.00  81.00   0.50    5.00    --   -7.30  38.00   0.00  244
  4  ω    -39.00  30.00   0.50    5.00    --   -7.30 -82.00 -60.00  138
  5  ω     17.00  44.00   0.50    5.00    --    8.10  77.00  30.00   54
  6  ω    -18.00  10.00   0.50    5.00    --    8.10  57.00 150.00   56
  7  ω     13.00  45.00   0.50    5.00    --    8.10  57.00 150.00   64
  8  ω    -29.00  48.00   0.50    5.00    --    8.10  77.00 -90.00  154
  9  ω    -27.00  63.00   0.50    5.00    --    8.10  38.00 -60.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0863802000
_diffrn_orient_matrix_UB_12      -0.0500986000
_diffrn_orient_matrix_UB_13      -0.0167348000
_diffrn_orient_matrix_UB_21      0.1016901000
_diffrn_orient_matrix_UB_22      -0.0302237000
_diffrn_orient_matrix_UB_23      -0.0222552000
_diffrn_orient_matrix_UB_31      0.0180803000
_diffrn_orient_matrix_UB_32      -0.0288151000
_diffrn_orient_matrix_UB_33      0.0479594000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              PhotonJet-R
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9208
_reflns_number_total             10420
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.182
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         10420
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0793P)²+0.3990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1272
_refine_ls_wR_factor_ref         0.1302
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.4933(13)
 0.5067(13)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C7(H7A,H7B), C6(H6A,H6B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C9(H9), C13(H13), C10(H10), C2(H2), C1(H1), C4(H4), C12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Zn01 Zn 0.98097(7) 0.72476(3) 0.24282(2) 0.02022(13) Uani 1 1 d . . . . .
N2 N 0.7576(6) 0.7439(3) 1.11185(18) 0.0203(6) Uani 1 1 d . . . . .
N1 N 0.7611(6) 0.7414(3) 0.37520(19) 0.0208(6) Uani 1 1 d . . . . .
C11 C 0.4449(7) 0.7758(3) 0.9384(2) 0.0217(7) Uani 1 1 d . . . . .
C5 C 0.7844(7) 0.8447(3) 0.4365(2) 0.0231(7) Uani 1 1 d . . . . .
H5 H 0.906277 0.907162 0.419689 0.028 Uiso 1 1 calc R . . . .
C9 C 0.7879(8) 0.8461(4) 1.0551(2) 0.0244(8) Uani 1 1 d . . . . .
H9 H 0.914219 0.907007 1.074778 0.029 Uiso 1 1 calc R . . . .
C13 C 0.5731(7) 0.6583(3) 1.0822(2) 0.0230(7) Uani 1 1 d . . . . .
H13 H 0.550943 0.587108 1.120088 0.028 Uiso 1 1 calc R . . . .
C10 C 0.6387(7) 0.8637(4) 0.9692(2) 0.0247(8) Uani 1 1 d . . . . .
H10 H 0.667720 0.934847 0.931674 0.030 Uiso 1 1 calc R . . . .
C2 C 0.4247(8) 0.6645(4) 0.4859(2) 0.0253(8) Uani 1 1 d . . . . .
H2 H 0.302841 0.601149 0.500451 0.030 Uiso 1 1 calc R . . . .
C1 C 0.5836(7) 0.6529(3) 0.4013(2) 0.0234(7) Uani 1 1 d . . . . .
H1 H 0.566833 0.580414 0.360528 0.028 Uiso 1 1 calc R . . . .
C4 C 0.6350(8) 0.8616(3) 0.5231(2) 0.0243(8) Uani 1 1 d . . . . .
H4 H 0.660098 0.933661 0.564136 0.029 Uiso 1 1 calc R . . . .
C12 C 0.4135(7) 0.6706(3) 0.9979(2) 0.0231(7) Uani 1 1 d . . . . .
H12 H 0.285950 0.609256 0.980885 0.028 Uiso 1 1 calc R . . . .
C3 C 0.4470(7) 0.7713(3) 0.5494(2) 0.0226(7) Uani 1 1 d . . . . .
B2 B 1.2568(6) 0.9002(3) 0.2494(3) 0.0157(6) Uani 1 1 d . . . . .
C8 C 0.2872(7) 0.7918(4) 0.8429(2) 0.0236(7) Uani 1 1 d . . . . .
H8A H 0.240774 0.875810 0.841838 0.028 Uiso 1 1 calc R . . . .
H8B H 0.132411 0.737678 0.845145 0.028 Uiso 1 1 calc R . . . .
C7 C 0.4345(6) 0.7622(3) 0.7437(2) 0.0223(6) Uani 1 1 d . . . . .
H7A H 0.469088 0.676285 0.742532 0.027 Uiso 1 1 calc R . . . .
H7B H 0.595824 0.811455 0.744791 0.027 Uiso 1 1 calc R . . . .
C6 C 0.2863(7) 0.7878(4) 0.6444(2) 0.0237(8) Uani 1 1 d . . . . .
H6A H 0.133925 0.732024 0.638887 0.028 Uiso 1 1 calc R . . . .
H6B H 0.235767 0.871238 0.648650 0.028 Uiso 1 1 calc R . . . .
B1 B 1.0602(7) 0.5180(3) 0.2379(3) 0.0240(7) Uani 1 1 d . . . . .
H1A H 1.188(7) 0.610(3) 0.242(3) 0.019(8) Uiso 1 1 d . . . . .
H1B H 0.890(10) 0.546(4) 0.233(3) 0.044(12) Uiso 1 1 d . . . . .
H2A H 1.415(11) 0.926(5) 0.249(4) 0.056(14) Uiso 1 1 d . . . . .
H1C H 1.090(8) 0.476(4) 0.308(3) 0.028(10) Uiso 1 1 d . . . . .
H2B H 1.225(10) 0.842(5) 0.187(3) 0.045(13) Uiso 1 1 d . . . . .
H2C H 1.240(12) 0.856(6) 0.306(4) 0.067(17) Uiso 1 1 d . . . . .
H2D H 1.132(9) 0.969(4) 0.246(3) 0.042(11) Uiso 1 1 d . . . . .
H1D H 1.107(12) 0.474(6) 0.174(4) 0.065(17) Uiso 1 1 d . . . . .


_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
Zn01 N2 2.073(3) 1_554 ?
Zn01 N1 2.069(3) . ?
Zn01 B2 2.308(3) . ?
Zn01 B1 2.329(4) . ?
N2 C9 1.352(4) . ?
N2 C13 1.338(5) . ?
N1 C5 1.348(4) . ?
N1 C1 1.342(5) . ?
C11 C10 1.391(5) . ?
C11 C12 1.399(5) . ?
C11 C8 1.500(5) . ?
C5 C4 1.380(5) . ?
C9 C10 1.378(5) . ?
C13 C12 1.384(5) . ?
C2 C1 1.382(5) . ?
C2 C3 1.394(5) . ?
C4 C3 1.392(5) . ?
C3 C6 1.501(5) . ?
C8 C7 1.530(4) . ?
C7 C6 1.537(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Zn01 B2 104.29(12) 1_554 . ?
N2 Zn01 B1 104.59(13) 1_554 . ?
N1 Zn01 N2 108.94(10) . 1_554 ?
N1 Zn01 B2 104.11(12) . . ?
N1 Zn01 B1 103.17(13) . . ?
B2 Zn01 B1 130.65(13) . . ?
C9 N2 Zn01 120.8(2) . 1_556 ?
C13 N2 Zn01 121.7(2) . 1_556 ?
C13 N2 C9 117.4(3) . . ?
C5 N1 Zn01 120.8(2) . . ?
C1 N1 Zn01 121.8(2) . . ?
C1 N1 C5 117.3(3) . . ?
C10 C11 C12 116.7(3) . . ?
C10 C11 C8 121.0(3) . . ?
C12 C11 C8 122.3(3) . . ?
N1 C5 C4 122.7(3) . . ?
N2 C9 C10 122.5(3) . . ?
N2 C13 C12 123.2(3) . . ?
C9 C10 C11 120.5(3) . . ?
C1 C2 C3 120.0(3) . . ?
N1 C1 C2 123.0(3) . . ?
C5 C4 C3 120.2(3) . . ?
C13 C12 C11 119.7(3) . . ?
C2 C3 C6 122.6(3) . . ?
C4 C3 C2 116.7(3) . . ?
C4 C3 C6 120.7(3) . . ?
C11 C8 C7 110.5(3) . . ?
C8 C7 C6 111.8(3) . . ?
C3 C6 C7 110.4(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.243
_oxdiff_exptl_absorpt_empirical_full_min 0.780
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.4933(13) 6841 7573 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.5067(13) 6846 7573 nmt -0.9999 -0.0002 -0.0041 0.0023 -1.0002 -0.0583
-0.0001 0.0002 0.9998

_twin_special_details            
;
Component 2 rotated by 179.9356° 
 around [-0.00 -0.03 1.00] (reciprocal) or [-0.00 0.00 1.00] (direct)
;
####################################################################### 
# 
# 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_Mnbib
_database_code_depnum_ccdc_archive 'CCDC 1855670'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H30 B2 Mn N5'
_chemical_formula_weight         441.07

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'
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'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.794(5)
_cell_length_b                   10.087(5)
_cell_length_c                   12.178(5)
_cell_angle_alpha                103.895(5)
_cell_angle_beta                 99.016(5)
_cell_angle_gamma                98.093(5)
_cell_volume                     1133.3(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    183(2)
_cell_measurement_reflns_used    2470
_cell_measurement_theta_min      3.0297
_cell_measurement_theta_max      27.4507

_exptl_crystal_description       Rod
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.601
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      183(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9277
_diffrn_reflns_av_unetI/netI     0.1728
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.158
_diffrn_reflns_theta_max         27.465
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             4954
_reflns_number_gt                2588
_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-2017/1 (Sheldrick, 2017)'
_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)+(0.0521P)²+0.9451P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4954
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1744
_refine_ls_R_factor_gt           0.0916
_refine_ls_wR_factor_ref         0.1897
_refine_ls_wR_factor_gt          0.1512
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
Mn1 Mn 0.45681(9) 0.23338(9) 0.76470(7) 0.0292(3) Uani 1 1 d . . . . .
N2 N 0.3655(5) 0.3260(5) 0.4314(4) 0.0266(10) Uani 1 1 d . . . . .
N3 N 0.4000(5) 0.3096(5) 0.6090(4) 0.0293(11) Uani 1 1 d . . . . .
N4 N 0.5387(5) 0.1741(4) 0.9241(3) 0.0258(10) Uani 1 1 d . . . . .
N7 N 0.6897(5) 0.0915(4) 1.0343(4) 0.0264(10) Uani 1 1 d . . . . .
N5 N 0.8843(5) 0.2988(5) 0.7009(4) 0.0281(11) Uani 1 1 d . . . . .
C7 C 0.7980(6) 0.3567(6) 0.8563(5) 0.0328(14) Uani 1 1 d . . . . .
C8 C 1.0323(6) 0.5317(6) 0.6173(4) 0.0288(13) Uani 1 1 d . . . . .
H48 H 1.054302 0.554823 0.699213 0.035 Uiso 1 1 calc R U . . .
C9 C -0.0699(5) 0.0802(5) 0.1286(4) 0.0240(12) Uani 1 1 d . . . . .
C10 C 0.9213(7) 0.3529(6) 0.8186(5) 0.0328(14) Uani 1 1 d . . . . .
C11 C 0.3290(6) 0.4408(6) 0.4958(5) 0.0327(14) Uani 1 1 d . . . . .
H49 H 0.295030 0.513710 0.469523 0.039 Uiso 1 1 calc R U . . .
N6 N 0.6859(5) 0.3040(5) 0.7652(4) 0.0285(11) Uani 1 1 d . . . . .
C13 C 0.1279(6) 0.2668(6) 0.1644(5) 0.0297(13) Uani 1 1 d . . . . .
C14 C 0.7421(6) 0.2715(6) 0.6740(5) 0.0313(14) Uani 1 1 d . . . . .
C15 C 0.3530(7) 0.2843(7) 0.3063(5) 0.0347(15) Uani 1 1 d . . . . .
H15 H 0.421(6) 0.232(6) 0.294(4) 0.036(17) Uiso 1 1 d . . . . .
C16 C 0.1427(6) 0.0915(6) 0.2633(5) 0.0318(14) Uani 1 1 d . . . . .
C25 C 0.6203(6) 0.0818(6) 0.9260(5) 0.0306(14) Uani 1 1 d . . . . .
H43 H 0.637(5) 0.022(5) 0.872(4) 0.025(15) Uiso 1 1 d . . . . .
B18 B 0.3075(8) 0.3807(8) 0.8720(6) 0.0375(18) Uani 1 1 d . . . . .
H27 H 0.258(5) 0.262(5) 0.801(4) 0.035(15) Uiso 1 1 d . . . . .
C26 C 0.6465(7) 0.1977(6) 1.1049(5) 0.0377(16) Uani 1 1 d . . . . .
C17 C 0.3513(6) 0.4291(7) 0.6050(5) 0.0313(14) Uani 1 1 d . . . . .
H17 H 0.346(5) 0.482(5) 0.665(4) 0.022(15) Uiso 1 1 d . . . . .
C19 C -0.0072(6) 0.1998(6) 0.1059(5) 0.0287(13) Uani 1 1 d . . . . .
H19 H -0.068(7) 0.233(6) 0.048(5) 0.06(2) Uiso 1 1 d . . . . .
C20 C 0.2048(6) 0.2139(5) 0.2432(4) 0.0262(12) Uani 1 1 d . . . . .
C22 C 0.9880(5) 0.3950(6) 0.5569(5) 0.0266(12) Uani 1 1 d . . . . .
C23 C 0.9780(7) 0.2789(7) 0.6170(6) 0.0335(15) Uani 1 1 d . . . . .
C18 C 0.4072(6) 0.2503(6) 0.5021(5) 0.0331(14) Uani 1 1 d . . . . .
H18 H 0.446(6) 0.161(6) 0.477(4) 0.039(16) Uiso 1 1 d . . . . .
B26 B 0.3741(9) -0.0175(8) 0.6413(6) 0.0345(16) Uani 1 1 d . . . . .
H31 H 0.378(6) -0.111(6) 0.654(5) 0.047(17) Uiso 1 1 d . . . . .
C21 C 0.0072(7) 0.0255(6) 0.2065(5) 0.0348(15) Uani 1 1 d . . . . .
C24 C 1.0460(6) 0.6373(6) 0.5630(5) 0.0315(14) Uani 1 1 d . . . . .
H24 H 1.064(5) 0.722(4) 0.600(3) 0.003(11) Uiso 1 1 d . . . . .
C27 C 0.5569(6) 0.2480(6) 1.0369(5) 0.0290(13) Uani 1 1 d . . . . .
C28 C 0.7834(7) 0.0019(6) 1.0662(6) 0.0341(14) Uani 1 1 d . . . . .
H46 H 0.788(6) -0.062(5) 1.001(5) 0.029(16) Uiso 1 1 d . . . . .
H1 H 0.426(5) 0.407(4) 0.860(4) 0.020(13) Uiso 1 1 d . . . . .
H28 H 0.485(6) 0.054(5) 0.661(4) 0.031(14) Uiso 1 1 d . . . . .
H36 H 0.678(5) 0.221(4) 1.177(4) 0.009(12) Uiso 1 1 d . . . . .
H25 H 0.258(6) 0.453(6) 0.839(5) 0.044(17) Uiso 1 1 d . . . . .
H37 H 0.504(5) 0.307(5) 1.054(4) 0.023(15) Uiso 1 1 d . . . . .
H29 H 0.319(5) 0.050(5) 0.699(4) 0.034(15) Uiso 1 1 d . . . . .
H30 H 0.329(6) -0.022(6) 0.563(5) 0.051(19) Uiso 1 1 d . . . . .
H38 H 0.705(5) 0.227(5) 0.598(4) 0.021(14) Uiso 1 1 d . . . . .
H39 H 1.007(6) 0.378(6) 0.848(5) 0.034(17) Uiso 1 1 d . . . . .
H35 H 0.165(6) 0.345(5) 0.149(4) 0.035(16) Uiso 1 1 d . . . . .
H32 H 0.192(7) 0.061(6) 0.323(5) 0.054(19) Uiso 1 1 d . . . . .
H40 H 0.950(6) 0.182(6) 0.564(5) 0.045(18) Uiso 1 1 d . . . . .
H41 H 1.057(7) 0.278(6) 0.652(5) 0.04(2) Uiso 1 1 d . . . . .
H26 H 0.296(6) 0.374(5) 0.951(5) 0.046(17) Uiso 1 1 d . . . . .
H33 H -0.031(5) -0.051(5) 0.220(4) 0.021(14) Uiso 1 1 d . . . . .
H34 H 0.376(6) 0.367(5) 0.286(4) 0.030(16) Uiso 1 1 d . . . . .
H45 H 0.792(7) 0.388(6) 0.930(5) 0.06(2) Uiso 1 1 d . . . . .
H47 H 0.732(8) -0.048(7) 1.107(6) 0.09(3) Uiso 1 1 d . . . . .


_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 N4 2.230(4) . ?
Mn1 N3 2.233(4) . ?
Mn1 N6 2.255(5) . ?
Mn1 B18 2.516(8) . ?
Mn1 B26 2.556(8) . ?
N2 C18 1.336(7) . ?
N2 C11 1.361(6) . ?
N2 C15 1.460(7) . ?
N3 C18 1.313(7) . ?
N3 C17 1.365(7) . ?
N4 C25 1.311(7) . ?
N4 C27 1.367(7) . ?
N7 C25 1.361(7) . ?
N7 C26 1.366(7) . ?
N7 C28 1.449(7) . ?
N5 C14 1.353(7) . ?
N5 C10 1.375(7) . ?
N5 C23 1.473(7) . ?
C7 C10 1.359(8) . ?
C7 N6 1.375(7) . ?
C8 C22 1.369(7) . ?
C8 C24 1.384(7) . ?
C9 C19 1.384(7) . ?
C9 C21 1.385(7) . ?
C9 C28 1.522(8) 1_454 ?
C11 C17 1.350(7) . ?
N6 C14 1.308(7) . ?
C13 C20 1.380(7) . ?
C13 C19 1.392(8) . ?
C15 C20 1.517(8) . ?
C16 C21 1.388(8) . ?
C16 C20 1.392(7) . ?
C26 C27 1.345(8) . ?
C22 C24 1.393(7) 2_766 ?
C22 C23 1.523(8) . ?

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
N4 Mn1 N3 173.07(17) . . ?
N4 Mn1 N6 84.53(16) . . ?
N3 Mn1 N6 88.97(16) . . ?
N4 Mn1 B18 90.4(2) . . ?
N3 Mn1 B18 91.3(2) . . ?
N6 Mn1 B18 124.6(2) . . ?
N4 Mn1 B26 94.4(2) . . ?
N3 Mn1 B26 90.0(2) . . ?
N6 Mn1 B26 109.9(2) . . ?
B18 Mn1 B26 125.5(3) . . ?
C18 N2 C11 107.9(5) . . ?
C18 N2 C15 124.6(5) . . ?
C11 N2 C15 127.4(5) . . ?
C18 N3 C17 105.2(5) . . ?
C18 N3 Mn1 127.6(4) . . ?
C17 N3 Mn1 127.2(4) . . ?
C25 N4 C27 104.5(5) . . ?
C25 N4 Mn1 123.3(4) . . ?
C27 N4 Mn1 129.0(4) . . ?
C25 N7 C26 105.3(5) . . ?
C25 N7 C28 126.3(5) . . ?
C26 N7 C28 128.3(5) . . ?
C14 N5 C10 106.7(5) . . ?
C14 N5 C23 125.3(5) . . ?
C10 N5 C23 128.0(5) . . ?
C10 C7 N6 110.4(5) . . ?
C22 C8 C24 122.2(5) . . ?
C19 C9 C21 118.5(5) . . ?
C19 C9 C28 122.6(5) . 1_454 ?
C21 C9 C28 118.8(5) . 1_454 ?
C7 C10 N5 105.7(5) . . ?
C17 C11 N2 105.3(5) . . ?
C14 N6 C7 105.1(5) . . ?
C14 N6 Mn1 123.4(4) . . ?
C7 N6 Mn1 129.9(4) . . ?
C20 C13 C19 121.4(5) . . ?
N6 C14 N5 112.2(5) . . ?
N2 C15 C20 112.6(5) . . ?
C21 C16 C20 120.9(5) . . ?
N4 C25 N7 112.6(5) . . ?
C27 C26 N7 107.0(5) . . ?
C11 C17 N3 110.4(5) . . ?
C9 C19 C13 120.4(5) . . ?
C13 C20 C16 117.9(5) . . ?
C13 C20 C15 122.1(5) . . ?
C16 C20 C15 120.0(5) . . ?
C8 C22 C24 118.3(5) . 2_766 ?
C8 C22 C23 121.9(5) . . ?
C24 C22 C23 119.8(5) 2_766 . ?
N5 C23 C22 111.6(5) . . ?
N3 C18 N2 111.2(5) . . ?
C9 C21 C16 120.8(6) . . ?
C8 C24 C22 119.5(5) . 2_766 ?
C26 C27 N4 110.5(5) . . ?
N7 C28 C9 113.4(5) . 1_656 ?

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
N6 C7 C10 N5 1.1(7) . . . . ?
C14 N5 C10 C7 -0.7(7) . . . . ?
C23 N5 C10 C7 176.7(5) . . . . ?
C18 N2 C11 C17 0.2(6) . . . . ?
C15 N2 C11 C17 176.0(5) . . . . ?
C10 C7 N6 C14 -1.1(6) . . . . ?
C10 C7 N6 Mn1 164.6(4) . . . . ?
C7 N6 C14 N5 0.6(6) . . . . ?
Mn1 N6 C14 N5 -166.2(3) . . . . ?
C10 N5 C14 N6 0.0(7) . . . . ?
C23 N5 C14 N6 -177.5(5) . . . . ?
C18 N2 C15 C20 95.1(7) . . . . ?
C11 N2 C15 C20 -80.1(7) . . . . ?
C27 N4 C25 N7 0.4(6) . . . . ?
Mn1 N4 C25 N7 161.9(3) . . . . ?
C26 N7 C25 N4 0.5(6) . . . . ?
C28 N7 C25 N4 177.6(5) . . . . ?
C25 N7 C26 C27 -1.2(6) . . . . ?
C28 N7 C26 C27 -178.2(6) . . . . ?
N2 C11 C17 N3 -0.3(6) . . . . ?
C18 N3 C17 C11 0.2(7) . . . . ?
Mn1 N3 C17 C11 179.7(4) . . . . ?
C21 C9 C19 C13 -3.1(8) . . . . ?
C28 C9 C19 C13 -179.3(6) 1_454 . . . ?
C20 C13 C19 C9 2.3(9) . . . . ?
C19 C13 C20 C16 -0.5(8) . . . . ?
C19 C13 C20 C15 178.9(5) . . . . ?
C21 C16 C20 C13 -0.5(8) . . . . ?
C21 C16 C20 C15 -180.0(6) . . . . ?
N2 C15 C20 C13 119.8(6) . . . . ?
N2 C15 C20 C16 -60.8(7) . . . . ?
C24 C8 C22 C24 -0.9(9) . . . 2_766 ?
C24 C8 C22 C23 177.8(5) . . . . ?
C14 N5 C23 C22 77.4(7) . . . . ?
C10 N5 C23 C22 -99.6(7) . . . . ?
C8 C22 C23 N5 57.7(8) . . . . ?
C24 C22 C23 N5 -123.6(6) 2_766 . . . ?
C17 N3 C18 N2 -0.1(7) . . . . ?
Mn1 N3 C18 N2 -179.6(3) . . . . ?
C11 N2 C18 N3 -0.1(6) . . . . ?
C15 N2 C18 N3 -176.0(5) . . . . ?
C19 C9 C21 C16 2.1(8) . . . . ?
C28 C9 C21 C16 178.4(6) 1_454 . . . ?
C20 C16 C21 C9 -0.3(9) . . . . ?
C22 C8 C24 C22 1.0(9) . . . 2_766 ?
N7 C26 C27 N4 1.5(7) . . . . ?
C25 N4 C27 C26 -1.2(7) . . . . ?
Mn1 N4 C27 C26 -161.2(4) . . . . ?
C25 N7 C28 C9 122.8(6) . . . 1_656 ?
C26 N7 C28 C9 -60.8(8) . . . 1_656 ?

_refine_diff_density_max         0.383
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.095

####################################################################### 
# 
# 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_Mn-dps
_database_code_depnum_ccdc_archive 'CCDC 1855664'
loop_
_audit_author_name
_audit_author_address
'Kentaro Kadota'
;University
Japan
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H24 B2 Mn N4 S2'
_chemical_formula_weight         461.11

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'
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'
S S 0.1246 0.1234 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           ?
_space_group_name_H-M_alt        P21/a
_space_group_name_Hall           ?

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   10.179(2)
_cell_length_b                   15.499(4)
_cell_length_c                   15.438(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.261(3)
_cell_angle_gamma                90
_cell_volume                     2325.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    183(2)
_cell_measurement_reflns_used    5721
_cell_measurement_theta_min      3.0602
_cell_measurement_theta_max      27.4816

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_F_000             956
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.760
_shelx_estimated_absorpt_T_min   0.751
_shelx_estimated_absorpt_T_max   0.863
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      183(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18727
_diffrn_reflns_av_unetI/netI     0.0597
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.122
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             5233
_reflns_number_gt                3950
_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-2017/1 (Sheldrick, 2017)'
_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)+(0.0568P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5233
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1204
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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
Mn1 Mn 0.03137(4) 0.48629(2) 0.23922(3) 0.02471(13) Uani 1 1 d . . . . .
S1 S -0.60355(7) 0.64129(5) 0.01573(5) 0.03548(19) Uani 1 1 d . . . . .
S2 S 0.03736(11) 0.89189(5) 0.41087(7) 0.0580(3) Uani 1 1 d . . . . .
N1 N -0.1851(2) 0.52247(14) 0.15666(15) 0.0266(5) Uani 1 1 d . . . . .
C1 C -0.4398(2) 0.59719(16) 0.06838(17) 0.0253(5) Uani 1 1 d . . . . .
C2 C -0.2951(3) 0.51162(17) 0.18698(18) 0.0272(6) Uani 1 1 d . . . . .
H1 H -0.282(3) 0.4768(18) 0.2392(19) 0.033(8) Uiso 1 1 d . . . . .
C3 C -0.3281(3) 0.60696(19) 0.03479(19) 0.0313(6) Uani 1 1 d . . . . .
H2 H -0.336(3) 0.639(2) -0.017(2) 0.053(9) Uiso 1 1 d . . . . .
C4 C -0.4224(3) 0.54712(18) 0.14575(18) 0.0290(6) Uani 1 1 d . . . . .
H3 H -0.498(3) 0.5369(18) 0.1701(18) 0.033(8) Uiso 1 1 d . . . . .
C5 C -0.2058(3) 0.56867(18) 0.08066(19) 0.0312(6) Uani 1 1 d . . . . .
H4 H -0.129(3) 0.5756(18) 0.0619(19) 0.036(8) Uiso 1 1 d . . . . .
N2 N 0.0346(2) 0.61861(14) 0.30177(15) 0.0301(5) Uani 1 1 d . . . . .
C6 C -0.0256(3) 0.71531(18) 0.4058(2) 0.0335(6) Uani 1 1 d . . . . .
H5 H -0.062(3) 0.7211(18) 0.4537(19) 0.033(7) Uiso 1 1 d . . . . .
C7 C -0.5656(2) 0.72435(17) -0.05267(18) 0.0272(6) Uani 1 1 d . . . . .
C8 C -0.4798(3) 0.79290(18) -0.01421(19) 0.0304(6) Uani 1 1 d . . . . .
H6 H -0.433(3) 0.7942(18) 0.0528(19) 0.035(7) Uiso 1 1 d . . . . .
C9 C -0.6282(3) 0.72518(19) -0.1453(2) 0.0361(7) Uani 1 1 d . . . . .
H7 H -0.687(3) 0.680(2) -0.175(2) 0.056(10) Uiso 1 1 d . . . . .
C10 C -0.0215(3) 0.63466(19) 0.3688(2) 0.0320(6) Uani 1 1 d . . . . .
H8 H -0.057(3) 0.587(2) 0.390(2) 0.050(9) Uiso 1 1 d . . . . .
C11 C 0.0324(3) 0.78443(18) 0.3733(2) 0.0352(6) Uani 1 1 d . . . . .
C12 C 0.0918(3) 0.6865(2) 0.2718(2) 0.0425(7) Uani 1 1 d . . . . .
H9 H 0.132(3) 0.676(2) 0.225(2) 0.047(9) Uiso 1 1 d . . . . .
C13 C -0.4621(3) 0.85882(18) -0.06931(19) 0.0288(6) Uani 1 1 d . . . . .
H10 H -0.397(3) 0.9069(19) -0.0453(19) 0.039(8) Uiso 1 1 d . . . . .
C14 C 0.0922(4) 0.7687(2) 0.3044(2) 0.0454(8) Uani 1 1 d . . . . .
H11 H 0.142(3) 0.818(2) 0.281(2) 0.066(10) Uiso 1 1 d . . . . .
C15 C -0.6027(3) 0.79354(19) -0.1958(2) 0.0379(7) Uani 1 1 d . . . . .
H12 H -0.646(3) 0.7958(19) -0.262(2) 0.044(8) Uiso 1 1 d . . . . .
N3 N -0.1263(3) 0.87923(18) 0.65566(19) 0.0484(7) Uani 1 1 d . . . . .
C16 C -0.0276(3) 0.88410(17) 0.5054(2) 0.0352(7) Uani 1 1 d . . . . .
C17 C -0.1634(3) 0.8998(2) 0.4967(3) 0.0524(9) Uani 1 1 d . . . . .
H13 H -0.227(4) 0.915(3) 0.435(3) 0.084(13) Uiso 1 1 d . . . . .
C18 C 0.0586(3) 0.8667(2) 0.5900(2) 0.0486(9) Uani 1 1 d . . . . .
H14 H 0.145(3) 0.857(2) 0.598(2) 0.054(10) Uiso 1 1 d . . . . .
C19 C 0.0051(4) 0.8661(2) 0.6627(2) 0.0521(9) Uani 1 1 d . . . . .
H15 H 0.068(3) 0.852(2) 0.723(3) 0.072(12) Uiso 1 1 d . . . . .
C20 C -0.2069(4) 0.8960(3) 0.5730(3) 0.0573(10) Uani 1 1 d . . . . .
H16 H -0.311(4) 0.909(2) 0.570(2) 0.076(12) Uiso 1 1 d . . . . .
N4 N 0.0227(2) 0.36048(14) 0.15948(15) 0.0273(5) Uani 1 1 d . . . . .
B1 B 0.2098(4) 0.5256(3) 0.1624(2) 0.0361(8) Uani 1 1 d . . . . .
H17 H 0.265(3) 0.589(2) 0.1628(19) 0.041(8) Uiso 1 1 d . . . . .
H18 H 0.244(3) 0.473(2) 0.128(2) 0.058(10) Uiso 1 1 d . . . . .
H19 H 0.097(3) 0.5363(16) 0.1345(17) 0.027(7) Uiso 1 1 d . . . . .
B2 B 0.0485(4) 0.4084(2) 0.3812(2) 0.0358(8) Uani 1 1 d . . . . .
H20 H 0.042(3) 0.339(2) 0.383(2) 0.048(9) Uiso 1 1 d . . . . .
H21 H 0.055(3) 0.439(2) 0.443(2) 0.055(9) Uiso 1 1 d . . . . .
H22 H 0.141(3) 0.4296(19) 0.354(2) 0.048(8) Uiso 1 1 d . . . . .
H23 H 0.231(3) 0.504(2) 0.237(2) 0.051(9) Uiso 1 1 d . . . . .
H24 H -0.054(3) 0.4272(19) 0.327(2) 0.042(8) Uiso 1 1 d . . . . .


_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 N2 2.263(2) . ?
Mn1 N1 2.264(2) . ?
Mn1 N4 2.294(2) . ?
Mn1 B2 2.463(3) . ?
Mn1 B1 2.521(3) . ?
S1 C1 1.761(3) . ?
S1 C7 1.779(3) . ?
S2 C11 1.759(3) . ?
S2 C16 1.776(3) . ?
N1 C5 1.337(3) . ?
N1 C2 1.347(3) . ?
C1 C4 1.391(3) . ?
C1 C3 1.392(4) . ?
C2 C4 1.378(4) . ?
C3 C5 1.371(4) . ?
N2 C10 1.345(3) . ?
N2 C12 1.349(4) . ?
C6 C10 1.380(4) . ?
C6 C11 1.387(4) . ?
C7 C9 1.383(4) . ?
C7 C8 1.391(4) . ?
C8 C13 1.375(4) . ?
C9 C15 1.384(4) . ?
C11 C14 1.396(4) . ?
C12 C14 1.368(4) . ?
C13 N4 1.345(3) 2_455 ?
C15 N4 1.335(3) 2_455 ?
N3 C20 1.323(4) . ?
N3 C19 1.325(4) . ?
C16 C18 1.367(4) . ?
C16 C17 1.371(4) . ?
C17 C20 1.376(5) . ?
C18 C19 1.386(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Mn1 N1 84.51(8) . . ?
N2 Mn1 N4 173.16(8) . . ?
N1 Mn1 N4 91.85(8) . . ?
N2 Mn1 B2 94.38(10) . . ?
N1 Mn1 B2 114.99(10) . . ?
N4 Mn1 B2 92.41(10) . . ?
N2 Mn1 B1 93.46(10) . . ?
N1 Mn1 B1 113.07(10) . . ?
N4 Mn1 B1 82.61(10) . . ?
B2 Mn1 B1 131.81(12) . . ?
C1 S1 C7 102.26(12) . . ?
C11 S2 C16 103.00(13) . . ?
C5 N1 C2 116.2(2) . . ?
C5 N1 Mn1 120.02(17) . . ?
C2 N1 Mn1 122.98(17) . . ?
C4 C1 C3 118.1(2) . . ?
C4 C1 S1 118.36(19) . . ?
C3 C1 S1 123.5(2) . . ?
N1 C2 C4 123.7(2) . . ?
C5 C3 C1 118.6(3) . . ?
C2 C4 C1 118.8(2) . . ?
N1 C5 C3 124.6(2) . . ?
C10 N2 C12 116.3(2) . . ?
C10 N2 Mn1 122.70(18) . . ?
C12 N2 Mn1 120.95(18) . . ?
C10 C6 C11 118.7(3) . . ?
C9 C7 C8 118.2(2) . . ?
C9 C7 S1 120.4(2) . . ?
C8 C7 S1 121.2(2) . . ?
C13 C8 C7 119.0(3) . . ?
C7 C9 C15 118.9(3) . . ?
N2 C10 C6 124.0(3) . . ?
C6 C11 C14 118.0(3) . . ?
C6 C11 S2 125.9(2) . . ?
C14 C11 S2 116.1(2) . . ?
N2 C12 C14 123.7(3) . . ?
N4 C13 C8 123.4(3) 2_455 . ?
C12 C14 C11 119.2(3) . . ?
N4 C15 C9 123.5(3) 2_455 . ?
C20 N3 C19 115.5(3) . . ?
C18 C16 C17 118.1(3) . . ?
C18 C16 S2 120.5(2) . . ?
C17 C16 S2 121.2(2) . . ?
C16 C17 C20 118.7(3) . . ?
C16 C18 C19 118.6(3) . . ?
N3 C19 C18 124.3(3) . . ?
N3 C20 C17 124.7(3) . . ?
C15 N4 C13 117.0(2) 2_445 2_445 ?
C15 N4 Mn1 120.92(18) 2_445 . ?
C13 N4 Mn1 120.30(18) 2_445 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 S1 C1 C4 162.0(2) . . . . ?
C7 S1 C1 C3 -20.5(3) . . . . ?
C5 N1 C2 C4 -1.9(4) . . . . ?
Mn1 N1 C2 C4 167.7(2) . . . . ?
C4 C1 C3 C5 -1.6(4) . . . . ?
S1 C1 C3 C5 -179.0(2) . . . . ?
N1 C2 C4 C1 0.0(4) . . . . ?
C3 C1 C4 C2 1.8(4) . . . . ?
S1 C1 C4 C2 179.4(2) . . . . ?
C2 N1 C5 C3 2.2(4) . . . . ?
Mn1 N1 C5 C3 -167.7(2) . . . . ?
C1 C3 C5 N1 -0.5(4) . . . . ?
C1 S1 C7 C9 122.8(2) . . . . ?
C1 S1 C7 C8 -61.5(2) . . . . ?
C9 C7 C8 C13 0.8(4) . . . . ?
S1 C7 C8 C13 -175.05(19) . . . . ?
C8 C7 C9 C15 0.3(4) . . . . ?
S1 C7 C9 C15 176.1(2) . . . . ?
C12 N2 C10 C6 1.4(4) . . . . ?
Mn1 N2 C10 C6 -177.4(2) . . . . ?
C11 C6 C10 N2 -0.7(5) . . . . ?
C10 C6 C11 C14 0.0(4) . . . . ?
C10 C6 C11 S2 179.8(2) . . . . ?
C16 S2 C11 C6 7.0(3) . . . . ?
C16 S2 C11 C14 -173.2(2) . . . . ?
C10 N2 C12 C14 -1.4(5) . . . . ?
Mn1 N2 C12 C14 177.4(3) . . . . ?
C7 C8 C13 N4 -0.6(4) . . . 2_455 ?
N2 C12 C14 C11 0.9(5) . . . . ?
C6 C11 C14 C12 -0.1(5) . . . . ?
S2 C11 C14 C12 -179.9(3) . . . . ?
C7 C9 C15 N4 -1.6(5) . . . 2_455 ?
C11 S2 C16 C18 87.3(3) . . . . ?
C11 S2 C16 C17 -96.2(3) . . . . ?
C18 C16 C17 C20 -1.0(5) . . . . ?
S2 C16 C17 C20 -177.6(3) . . . . ?
C17 C16 C18 C19 -0.3(5) . . . . ?
S2 C16 C18 C19 176.3(3) . . . . ?
C20 N3 C19 C18 -1.9(5) . . . . ?
C16 C18 C19 N3 1.9(6) . . . . ?
C19 N3 C20 C17 0.5(6) . . . . ?
C16 C17 C20 N3 1.0(6) . . . . ?

_refine_diff_density_max         0.383
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.078

