# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2021

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

data_Mn1
_database_code_depnum_ccdc_archive 'CCDC 2085192'
loop_
_audit_author_name
_audit_author_address
'Wen-Hua Sun '
;Institute of Chemistry Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-05-22 deposited with the CCDC.	2021-11-15 downloaded from the CCDC.
;
_audit_creation_date             2021-03-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_formula_moiety         'Br, C16 H21 Mn N3 O3, H2 O'
_chemical_formula_sum            'C16 H23 Br Mn N3 O4'
_chemical_formula_weight         456.22
_chemical_oxdiff_usercomment     'Mo N C H O'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Mn -0.54371 2.83629 11.28190 7.35730 3.01930 2.24410 5.34090 0.34320 17.86740
83.75430 1.089599967
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.67402 1.33011 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   7.94037(15)
_cell_length_b                   10.1189(2)
_cell_length_c                   12.8889(3)
_cell_angle_alpha                87.2665(19)
_cell_angle_beta                 76.201(2)
_cell_angle_gamma                70.5516(19)
_cell_volume                     947.76(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9156
_cell_measurement_temperature    169.99(11)
_cell_measurement_theta_max      74.6300
_cell_measurement_theta_min      3.5280
_exptl_absorpt_coefficient_mu    8.353
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.5985
_exptl_crystal_description       block
_exptl_crystal_F_000             462.7874
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10618
_diffrn_reflns_theta_full        75.1626
_diffrn_reflns_theta_max         75.16
_diffrn_reflns_theta_min         3.53
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9616
_diffrn_measured_fraction_theta_max 0.9616
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1743895000
_diffrn_orient_matrix_UB_12      0.0416001000
_diffrn_orient_matrix_UB_13      -0.0182402000
_diffrn_orient_matrix_UB_21      0.1170352000
_diffrn_orient_matrix_UB_22      -0.1463009000
_diffrn_orient_matrix_UB_23      -0.0510573000
_diffrn_orient_matrix_UB_31      -0.0270600000
_diffrn_orient_matrix_UB_32      0.0544579000
_diffrn_orient_matrix_UB_33      -0.1105752000
_diffrn_oxdiff_ac3_digest_frames 
;
0179ed09b7a517c07a5d1c597003aea1ff0332612c4
;
_diffrn_oxdiff_ac3_digest_hkl    
;
0143abf0803241c2a0393694d6fbe61a45f71c
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              12
_reflns_limit_k_min              -12
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3690
_reflns_number_total             3755
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_refine_diff_density_max         0.6310
_refine_diff_density_min         -0.5582
_refine_diff_density_rms         0.0833
_refine_ls_d_res_high            0.7975
_refine_ls_d_res_low             12.5094
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0285
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3755
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      1.0285
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0618P)²+0.5098P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0894
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O4(H4a,H4b)
2.b Ternary CH refined with riding coordinates:
 N2(H2), C8(H8)
2.c Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C10(H10a,H10b), C6(H6a,H6b), C11(H11a,H11b), C5(H5a,H5b)
2.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C2(H2a)
2.e Idealised Me refined as rotating group:
 C12(H12a,H12b,H12c), C13(H13a,H13b,H13c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
Br1 Br 0.87011(3) 0.57285(3) 0.31911(2) 0.03639(12) Uani 1.000000 .
Mn1 Mn 0.43378(4) 0.84383(3) 0.76819(2) 0.01519(12) Uani 1.000000 .
O4 O 0.9057(2) 0.69175(18) 0.54650(14) 0.0341(4) Uani 1.000000 .
H4a H 0.979(4) 0.625(2) 0.573(2) 0.0511(6) Uiso 1.000000 G
H4b H 0.903(4) 0.666(3) 0.4854(12) 0.0511(6) Uiso 1.000000 G
N2 N 0.5617(2) 0.66465(17) 0.67073(13) 0.0170(3) Uani 1.000000 .
H2 H 0.6697(2) 0.67001(17) 0.62985(13) 0.0204(4) Uiso 1.000000 R
O3 O 0.7239(2) 0.80669(19) 0.88426(14) 0.0362(4) Uani 1.000000 .
O2 O 0.6306(2) 1.01892(18) 0.63790(13) 0.0323(4) Uani 1.000000 .
O1 O 0.2075(3) 1.08708(19) 0.91370(16) 0.0426(4) Uani 1.000000 .
N1 N 0.3376(2) 0.69930(17) 0.86038(13) 0.0178(3) Uani 1.000000 .
N3 N 0.2354(2) 0.88509(18) 0.67217(14) 0.0225(4) Uani 1.000000 .
C9 C 0.4389(3) 0.5632(2) 0.83261(15) 0.0167(4) Uani 1.000000 .
C8 C 0.6037(3) 0.54130(19) 0.73977(15) 0.0172(4) Uani 1.000000 .
H8 H 0.7064(3) 0.54258(19) 0.76894(15) 0.0206(4) Uiso 1.000000 R
C4 C 0.3967(3) 0.4527(2) 0.88736(16) 0.0217(4) Uani 1.000000 .
C1 C 0.1940(3) 0.7276(2) 0.94543(16) 0.0229(4) Uani 1.000000 .
H1 H 0.1250(3) 0.8208(2) 0.96505(16) 0.0275(5) Uiso 1.000000 R
C7 C 0.6592(3) 0.3977(2) 0.68450(17) 0.0222(4) Uani 1.000000 .
H7a H 0.5641(3) 0.3937(2) 0.65074(17) 0.0266(5) Uiso 1.000000 R
H7b H 0.7724(3) 0.3811(2) 0.62984(17) 0.0266(5) Uiso 1.000000 R
C10 C 0.4454(3) 0.6544(2) 0.59840(16) 0.0226(4) Uani 1.000000 .
H10a H 0.5222(3) 0.6015(2) 0.53347(16) 0.0272(5) Uiso 1.000000 R
H10b H 0.3611(3) 0.6061(2) 0.63327(16) 0.0272(5) Uiso 1.000000 R
C16 C 0.6117(3) 0.8143(2) 0.83961(16) 0.0218(4) Uani 1.000000 .
C3 C 0.2470(3) 0.4850(2) 0.97494(17) 0.0252(4) Uani 1.000000 .
H3 H 0.2153(3) 0.4132(2) 1.01350(17) 0.0303(5) Uiso 1.000000 R
C6 C 0.6863(3) 0.2864(2) 0.76919(19) 0.0268(5) Uani 1.000000 .
H6a H 0.7343(3) 0.1937(2) 0.73489(19) 0.0321(5) Uiso 1.000000 R
H6b H 0.7750(3) 0.2956(2) 0.80620(19) 0.0321(5) Uiso 1.000000 R
C15 C 0.2949(3) 0.9924(2) 0.85701(18) 0.0259(4) Uani 1.000000 .
C11 C 0.3396(3) 0.7996(2) 0.57181(16) 0.0249(4) Uani 1.000000 .
H11a H 0.2549(3) 0.7950(2) 0.53004(16) 0.0299(5) Uiso 1.000000 R
H11b H 0.4237(3) 0.8434(2) 0.52939(16) 0.0299(5) Uiso 1.000000 R
C5 C 0.5049(3) 0.3028(2) 0.84936(19) 0.0285(5) Uani 1.000000 .
H5a H 0.5297(3) 0.2469(2) 0.91070(19) 0.0341(6) Uiso 1.000000 R
H5b H 0.4305(3) 0.2662(2) 0.81676(19) 0.0341(6) Uiso 1.000000 R
C2 C 0.1451(3) 0.6229(2) 1.00499(17) 0.0255(4) Uani 1.000000 .
H2a H 0.0456(3) 0.6452(2) 1.06402(17) 0.0305(5) Uiso 1.000000 R
C14 C 0.5492(3) 0.9515(2) 0.68471(16) 0.0222(4) Uani 1.000000 .
C12 C 0.1670(3) 1.0343(2) 0.6429(2) 0.0334(5) Uani 1.000000 .
H12a H 0.099(2) 1.0917(3) 0.7063(3) 0.0500(8) Uiso 1.000000 GR
H12b H 0.2694(4) 1.0638(6) 0.6087(14) 0.0500(8) Uiso 1.000000 GR
H12c H 0.088(2) 1.0438(4) 0.5949(13) 0.0500(8) Uiso 1.000000 GR
C13 C 0.0705(3) 0.8447(3) 0.7212(2) 0.0303(5) Uani 1.000000 .
H13a H 0.1085(3) 0.7469(5) 0.7370(14) 0.0455(7) Uiso 1.000000 GR
H13b H 0.0046(15) 0.8995(14) 0.7860(8) 0.0455(7) Uiso 1.000000 GR
H13c H -0.0077(13) 0.8615(19) 0.6721(6) 0.0455(7) Uiso 1.000000 GR


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 2.0686(16) . ?
Mn1 N1 2.0687(17) . ?
Mn1 N3 2.1516(18) . ?
Mn1 C16 1.801(2) . ?
Mn1 C15 1.801(2) . ?
Mn1 C14 1.807(2) . ?
O4 H4a 0.8500 . ?
O4 H4b 0.8500 . ?
N2 H2 0.9100 . ?
N2 C8 1.490(2) . ?
N2 C10 1.489(2) . ?
O3 C16 1.151(3) . ?
O2 C14 1.147(3) . ?
O1 C15 1.147(3) . ?
N1 C9 1.358(3) . ?
N1 C1 1.342(3) . ?
N3 C11 1.492(3) . ?
N3 C12 1.488(3) . ?
N3 C13 1.489(3) . ?
C9 C8 1.510(3) . ?
C9 C4 1.386(3) . ?
C8 H8 0.9800 . ?
C8 C7 1.529(3) . ?
C4 C3 1.389(3) . ?
C4 C5 1.511(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.385(3) . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C7 C6 1.529(3) . ?
C10 H10a 0.9700 . ?
C10 H10b 0.9700 . ?
C10 C11 1.500(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.380(3) . ?
C6 H6a 0.9700 . ?
C6 H6b 0.9700 . ?
C6 C5 1.522(3) . ?
C11 H11a 0.9700 . ?
C11 H11b 0.9700 . ?
C5 H5a 0.9700 . ?
C5 H5b 0.9700 . ?
C2 H2a 0.9300 . ?
C12 H12a 0.9600 . ?
C12 H12b 0.9600 . ?
C12 H12c 0.9600 . ?
C13 H13a 0.9600 . ?
C13 H13b 0.9600 . ?
C13 H13c 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Mn1 N2 78.53(6) . . ?
N3 Mn1 N2 82.99(7) . . ?
N3 Mn1 N1 94.24(7) . . ?
C16 Mn1 N2 96.08(8) . . ?
C16 Mn1 N1 90.11(8) . . ?
C16 Mn1 N3 175.27(8) . . ?
C15 Mn1 N2 172.13(8) . . ?
C15 Mn1 N1 95.50(8) . . ?
C15 Mn1 N3 92.43(9) . . ?
C15 Mn1 C16 89.00(10) . . ?
C14 Mn1 N2 95.91(8) . . ?
C14 Mn1 N1 171.98(8) . . ?
C14 Mn1 N3 90.78(8) . . ?
C14 Mn1 C16 84.70(9) . . ?
C14 Mn1 C15 90.53(9) . . ?
H4b O4 H4a 109.5 . . ?
H2 N2 Mn1 108.37(4) . . ?
C8 N2 Mn1 108.43(11) . . ?
C8 N2 H2 108.37(10) . . ?
C10 N2 Mn1 110.55(12) . . ?
C10 N2 H2 108.37(10) . . ?
C10 N2 C8 112.66(15) . . ?
C9 N1 Mn1 114.69(12) . . ?
C1 N1 Mn1 126.56(14) . . ?
C1 N1 C9 118.67(17) . . ?
C11 N3 Mn1 103.91(12) . . ?
C12 N3 Mn1 113.76(14) . . ?
C12 N3 C11 107.84(17) . . ?
C13 N3 Mn1 114.49(13) . . ?
C13 N3 C11 109.84(17) . . ?
C13 N3 C12 106.80(18) . . ?
C8 C9 N1 115.03(16) . . ?
C4 C9 N1 122.40(18) . . ?
C4 C9 C8 122.54(17) . . ?
C9 C8 N2 107.49(15) . . ?
H8 C8 N2 107.31(10) . . ?
H8 C8 C9 107.31(10) . . ?
C7 C8 N2 116.06(16) . . ?
C7 C8 C9 111.01(16) . . ?
C7 C8 H8 107.31(11) . . ?
C3 C4 C9 117.74(19) . . ?
C5 C4 C9 120.76(19) . . ?
C5 C4 C3 121.44(19) . . ?
H1 C1 N1 118.89(12) . . ?
C2 C1 N1 122.23(19) . . ?
C2 C1 H1 118.89(12) . . ?
H7a C7 C8 110.09(11) . . ?
H7b C7 C8 110.09(11) . . ?
H7b C7 H7a 108.4 . . ?
C6 C7 C8 108.07(17) . . ?
C6 C7 H7a 110.09(11) . . ?
C6 C7 H7b 110.09(11) . . ?
H10a C10 N2 109.94(10) . . ?
H10b C10 N2 109.94(10) . . ?
H10b C10 H10a 108.3 . . ?
C11 C10 N2 108.75(16) . . ?
C11 C10 H10a 109.94(11) . . ?
C11 C10 H10b 109.94(12) . . ?
O3 C16 Mn1 174.44(19) . . ?
H3 C3 C4 119.84(12) . . ?
C2 C3 C4 120.33(19) . . ?
C2 C3 H3 119.84(12) . . ?
H6a C6 C7 109.55(11) . . ?
H6b C6 C7 109.55(11) . . ?
H6b C6 H6a 108.1 . . ?
C5 C6 C7 110.50(17) . . ?
C5 C6 H6a 109.55(11) . . ?
C5 C6 H6b 109.55(12) . . ?
O1 C15 Mn1 179.6(2) . . ?
C10 C11 N3 109.89(16) . . ?
H11a C11 N3 109.69(11) . . ?
H11a C11 C10 109.69(11) . . ?
H11b C11 N3 109.69(11) . . ?
H11b C11 C10 109.69(12) . . ?
H11b C11 H11a 108.2 . . ?
C6 C5 C4 113.54(18) . . ?
H5a C5 C4 108.86(12) . . ?
H5a C5 C6 108.86(12) . . ?
H5b C5 C4 108.86(12) . . ?
H5b C5 C6 108.86(12) . . ?
H5b C5 H5a 107.7 . . ?
C3 C2 C1 118.61(19) . . ?
H2a C2 C1 120.69(12) . . ?
H2a C2 C3 120.69(12) . . ?
O2 C14 Mn1 174.40(18) . . ?
H12a C12 N3 109.5 . . ?
H12b C12 N3 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 N3 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
H13a C13 N3 109.5 . . ?
H13b C13 N3 109.5 . . ?
H13b C13 H13a 109.5 . . ?
H13c C13 N3 109.5 . . ?
H13c C13 H13a 109.5 . . ?
H13c C13 H13b 109.5 . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.409
_oxdiff_exptl_absorpt_empirical_full_min 0.708
####################################################################### 
# 
# 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_Mn4
_database_code_depnum_ccdc_archive 'CCDC 2085193'
loop_
_audit_author_name
_audit_author_address
'Wen-Hua Sun '
;Institute of Chemistry Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-05-22 deposited with the CCDC.	2021-11-15 downloaded from the CCDC.
;
_audit_creation_date             2021-03-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_formula_moiety         'Br, C16 H20 Mn N2 O3 S'
_chemical_formula_sum            'C16 H20 Br Mn N2 O3 S'
_chemical_formula_weight         455.26
_chemical_oxdiff_formula         'C H N S Mn Br'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Mn -0.54371 2.83629 11.28190 7.35730 3.01930 2.24410 5.34090 0.34320 17.86740
83.75430 1.089599967
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.33537 0.55136 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.67402 1.33011 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   7.71788(15)
_cell_length_b                   10.1753(2)
_cell_length_c                   13.2154(2)
_cell_angle_alpha                103.0666(16)
_cell_angle_beta                 101.3527(15)
_cell_angle_gamma                108.6668(17)
_cell_volume                     916.12(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8904
_cell_measurement_temperature    169.98(10)
_cell_measurement_theta_max      75.1460
_cell_measurement_theta_min      4.8070
_exptl_absorpt_coefficient_mu    9.622
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.6503
_exptl_crystal_description       block
_exptl_crystal_F_000             459.3214
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10617
_diffrn_reflns_theta_full        75.2343
_diffrn_reflns_theta_max         75.23
_diffrn_reflns_theta_min         4.83
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9991
_diffrn_measured_fraction_theta_max 0.9991
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1843806000
_diffrn_orient_matrix_UB_12      0.1212110000
_diffrn_orient_matrix_UB_13      0.0034844000
_diffrn_orient_matrix_UB_21      -0.0504917000
_diffrn_orient_matrix_UB_22      0.1144193000
_diffrn_orient_matrix_UB_23      0.0732295000
_diffrn_orient_matrix_UB_31      0.1094289000
_diffrn_orient_matrix_UB_32      -0.0222255000
_diffrn_orient_matrix_UB_33      0.1013834000
_diffrn_oxdiff_ac3_digest_frames 
;
01c1fe2e3d79799f83b88ed21405287bde034326357
;
_diffrn_oxdiff_ac3_digest_hkl    
;
0120afe98c17d910e670e0fa1a88a61dbc43ca
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              12
_reflns_limit_k_min              -12
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3546
_reflns_number_total             3608
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_refine_diff_density_max         0.7445
_refine_diff_density_min         -0.6728
_refine_diff_density_rms         0.0944
_refine_ls_d_res_high            0.7972
_refine_ls_d_res_low             9.1613
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0414
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3608
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      1.0414
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0651P)²+0.5318P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0919
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12a,H12b), C10(H10a,H10b), C7(H7a,H7b), C11(H11a,H11b), C5(H5a,H5b),
 C6(H6a,H6b)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C1(H1), C2(H2a)
2.d Idealised Me refined as rotating group:
 C13(H13a,H13b,H13c)
;
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_refinement_flags_posn
Br1 Br 0.29636(3) 0.66089(3) 0.847498(19) 0.02781(12) Uani 1.000000 .
Mn1 Mn 0.36020(5) 0.24333(4) 0.71784(3) 0.01781(12) Uani 1.000000 .
S1 S 0.61519(8) 0.17071(6) 0.77589(4) 0.02217(15) Uani 1.000000 .
O1 O 0.0322(3) 0.3211(2) 0.63678(15) 0.0332(4) Uani 1.000000 .
N2 N 0.5482(3) 0.4522(2) 0.81536(14) 0.0183(4) Uani 1.000000 .
H2 H 0.4774(3) 0.4940(2) 0.84848(14) 0.0220(4) Uiso 1.000000 R
N1 N 0.5058(3) 0.3044(2) 0.61029(15) 0.0199(4) Uani 1.000000 .
O2 O 0.1858(3) 0.1899(3) 0.89192(17) 0.0419(5) Uani 1.000000 .
O3 O 0.1198(3) -0.0562(2) 0.57524(18) 0.0464(5) Uani 1.000000 .
C9 C 0.6266(3) 0.4455(2) 0.64304(17) 0.0181(4) Uani 1.000000 .
C12 C 0.5710(4) 0.0772(3) 0.8764(2) 0.0248(5) Uani 1.000000 .
H12a H 0.5474(4) 0.1393(3) 0.9350(2) 0.0298(6) Uiso 1.000000 R
H12b H 0.4572(4) -0.0115(3) 0.8429(2) 0.0298(6) Uiso 1.000000 R
C4 C 0.7426(3) 0.5027(3) 0.58221(19) 0.0218(5) Uani 1.000000 .
C10 C 0.6963(3) 0.4476(3) 0.90369(18) 0.0233(5) Uani 1.000000 .
H10a H 0.7910(3) 0.5455(3) 0.94138(18) 0.0280(6) Uiso 1.000000 R
H10b H 0.6374(3) 0.4118(3) 0.95564(18) 0.0280(6) Uiso 1.000000 R
C8 C 0.6182(3) 0.5410(2) 0.74539(17) 0.0176(4) Uani 1.000000 .
H8 H 0.5195(3) 0.5781(2) 0.72248(17) 0.0212(5) Uiso 1.000000 R
C3 C 0.7259(3) 0.4102(3) 0.48328(19) 0.0251(5) Uani 1.000000 .
H3 H 0.7977(3) 0.4457(3) 0.43952(19) 0.0302(6) Uiso 1.000000 R
C7 C 0.8031(3) 0.6753(2) 0.80164(19) 0.0215(4) Uani 1.000000 .
H7a H 0.7870(3) 0.7395(2) 0.86237(19) 0.0258(5) Uiso 1.000000 R
H7b H 0.9060(3) 0.6459(2) 0.82928(19) 0.0258(5) Uiso 1.000000 R
C1 C 0.4975(3) 0.2158(3) 0.51529(19) 0.0250(5) Uani 1.000000 .
H1 H 0.4176(3) 0.1178(3) 0.49359(19) 0.0300(6) Uiso 1.000000 R
C14 C 0.1650(3) 0.2992(3) 0.66810(18) 0.0235(5) Uani 1.000000 .
C15 C 0.2558(3) 0.2092(3) 0.8251(2) 0.0256(5) Uani 1.000000 .
C11 C 0.7930(3) 0.3501(3) 0.8592(2) 0.0272(5) Uani 1.000000 .
H11a H 0.8789(3) 0.3403(3) 0.9187(2) 0.0327(6) Uiso 1.000000 R
H11b H 0.8680(3) 0.3935(3) 0.8158(2) 0.0327(6) Uiso 1.000000 R
C5 C 0.8858(4) 0.6583(3) 0.6258(2) 0.0306(5) Uani 1.000000 .
H5a H 1.0126(4) 0.6575(3) 0.6495(2) 0.0367(7) Uiso 1.000000 R
H5b H 0.8832(4) 0.7009(3) 0.5671(2) 0.0367(7) Uiso 1.000000 R
C6 C 0.8525(4) 0.7553(3) 0.7198(2) 0.0276(5) Uani 1.000000 .
H6a H 0.7487(4) 0.7838(3) 0.6921(2) 0.0332(6) Uiso 1.000000 R
H6b H 0.9667(4) 0.8432(3) 0.7557(2) 0.0332(6) Uiso 1.000000 R
C16 C 0.2142(4) 0.0608(3) 0.6308(2) 0.0277(5) Uani 1.000000 .
C13 C 0.7372(4) 0.0387(3) 0.9229(2) 0.0330(6) Uani 1.000000 .
H13a H 0.770(2) -0.014(2) 0.8646(2) 0.0494(8) Uiso 1.000000 GR
H13b H 0.8453(10) 0.1265(3) 0.9653(15) 0.0494(8) Uiso 1.000000 GR
H13c H 0.7015(11) -0.021(2) 0.9682(14) 0.0494(8) Uiso 1.000000 GR
C2 C 0.6032(4) 0.2652(3) 0.44891(19) 0.0280(5) Uani 1.000000 .
H2a H 0.5922(4) 0.2024(3) 0.38265(19) 0.0337(6) Uiso 1.000000 R


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 S1 2.3665(6) . ?
Mn1 N2 2.0821(18) . ?
Mn1 N1 2.0620(19) . ?
Mn1 C14 1.831(3) . ?
Mn1 C15 1.809(2) . ?
Mn1 C16 1.796(3) . ?
S1 C12 1.825(2) . ?
S1 C11 1.822(2) . ?
O1 C14 1.137(3) . ?
N2 C10 1.485(3) . ?
N2 C8 1.491(3) . ?
N1 C9 1.349(3) . ?
N1 C1 1.346(3) . ?
O2 C15 1.144(3) . ?
O3 C16 1.152(3) . ?
C9 C4 1.395(3) . ?
C9 C8 1.503(3) . ?
C12 C13 1.515(3) . ?
C4 C3 1.383(3) . ?
C4 C5 1.509(3) . ?
C10 C11 1.507(4) . ?
C8 C7 1.527(3) . ?
C3 C2 1.383(4) . ?
C7 C6 1.530(3) . ?
C1 C2 1.381(4) . ?
C5 C6 1.523(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 Mn1 S1 85.28(5) . . ?
N1 Mn1 S1 83.26(5) . . ?
N1 Mn1 N2 80.76(7) . . ?
C14 Mn1 S1 177.86(7) . . ?
C14 Mn1 N2 95.17(9) . . ?
C14 Mn1 N1 94.73(9) . . ?
C15 Mn1 S1 94.61(8) . . ?
C15 Mn1 N2 92.31(9) . . ?
C15 Mn1 N1 172.87(9) . . ?
C15 Mn1 C14 87.47(10) . . ?
C16 Mn1 S1 91.07(8) . . ?
C16 Mn1 N2 175.38(10) . . ?
C16 Mn1 N1 96.03(10) . . ?
C16 Mn1 C14 88.38(11) . . ?
C16 Mn1 C15 90.80(11) . . ?
C12 S1 Mn1 110.25(8) . . ?
C11 S1 Mn1 98.06(8) . . ?
C11 S1 C12 102.55(12) . . ?
C10 N2 Mn1 111.57(13) . . ?
C8 N2 Mn1 109.43(13) . . ?
C8 N2 C10 116.55(17) . . ?
C9 N1 Mn1 115.29(14) . . ?
C1 N1 Mn1 126.09(16) . . ?
C1 N1 C9 118.5(2) . . ?
C4 C9 N1 122.5(2) . . ?
C8 C9 N1 115.81(18) . . ?
C8 C9 C4 121.5(2) . . ?
C13 C12 S1 112.44(17) . . ?
C3 C4 C9 117.6(2) . . ?
C5 C4 C9 120.7(2) . . ?
C5 C4 C3 121.7(2) . . ?
C11 C10 N2 111.04(19) . . ?
C9 C8 N2 110.56(17) . . ?
C7 C8 N2 115.59(18) . . ?
C7 C8 C9 112.39(18) . . ?
C2 C3 C4 120.5(2) . . ?
C6 C7 C8 108.97(19) . . ?
C2 C1 N1 122.4(2) . . ?
O1 C14 Mn1 173.4(2) . . ?
O2 C15 Mn1 177.7(2) . . ?
C10 C11 S1 110.20(16) . . ?
C6 C5 C4 114.7(2) . . ?
C5 C6 C7 110.8(2) . . ?
O3 C16 Mn1 179.6(3) . . ?
C1 C2 C3 118.4(2) . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.671
_oxdiff_exptl_absorpt_empirical_full_min 0.735
