#------------------------------------------------------------------------------
#$Date: 2025-10-28 12:08:51 +0200 (Tue, 28 Oct 2025) $
#$Revision: 303032 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/96/7719699.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7719699
loop_
_publ_author_name
'Li, Minhong'
'Zhong, Jingran'
'Liao, Chengjie'
'Fan, Wenjuan'
'Lu, Jin'
'Zhang, Dexiang'
'Wen, Tian'
'Jiang, Zhi-Qiang'
_publ_section_title
;
 A Neutral Mn (II)-BIF for Electrocatalytic Oxygen Reduction Reaction
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D5DT01965F
_journal_year                    2025
_chemical_formula_moiety         'C13 H13 B Mn N8 O2'
_chemical_formula_sum            'C13 H13 B Mn N8 O2'
_chemical_formula_weight         379.06
_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_Hall           '-P 4a'
_space_group_name_H-M_alt        'P 4/n :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-07-25
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-07-26 deposited with the CCDC.	2025-10-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.1100(3)
_cell_length_b                   11.1100(3)
_cell_length_c                   6.5362(2)
_cell_measurement_reflns_used    1753
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      78.7490
_cell_measurement_theta_min      5.6150
_cell_volume                     806.78(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -156.00-122.00   0.50    0.18    --  -91.75 -60.00 159.00   68
  2  ω   -120.00 -60.00   0.50    0.05    --  -47.91 -72.00  26.00  120
  3  ω    -57.00 -30.00   0.50    0.05    --  -47.91 -72.00  26.00   54
  4  ω     42.00  80.00   0.50    0.05    --   47.91-125.00-120.00   76
  5  ω     39.00  65.00   0.50    0.18    --  113.25 -30.00 -60.00   52
  6  ω     44.00  73.00   0.50    0.18    --  113.25 -45.00 -60.00   58
  7  ω     42.00  74.00   0.50    0.18    --  113.25 -45.00  30.00   64
  8  ω     51.00  76.00   0.50    0.18    --  113.25 -45.00  90.00   50
  9  ω     39.00  66.00   0.50    0.18    --  113.25 -30.00 120.00   54
 10  ω     41.00  66.00   0.50    0.18    --  113.25 -30.00-120.00   50
 11  ω     43.00  76.00   0.50    0.18    --  113.25 -45.00-180.00   66
 12  ω    151.00 177.00   0.50    0.18    --  113.25  93.00  39.00   52
 13  ω    137.00 162.00   0.50    0.18    --  113.25  15.00 120.00   50
 14  ω    131.00 172.00   0.50    0.18    --  113.25  72.00 156.00   82
 15  ω     99.00 125.00   0.50    0.18    --  113.25  72.00 156.00   52
 16  ω    127.00 161.00   0.50    0.18    --  113.25  45.00  60.00   68
 17  ω    144.00 170.00   0.50    0.18    --  113.25  61.00  30.00   52
 18  ω    105.00 132.00   0.50    0.18    --  113.25  61.00  30.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1229496000
_diffrn_orient_matrix_UB_12      0.0639889000
_diffrn_orient_matrix_UB_13      0.0047071000
_diffrn_orient_matrix_UB_21      -0.0360619000
_diffrn_orient_matrix_UB_22      0.0740029000
_diffrn_orient_matrix_UB_23      -0.1897326000
_diffrn_orient_matrix_UB_31      -0.0529224000
_diffrn_orient_matrix_UB_32      0.0983060000
_diffrn_orient_matrix_UB_33      0.1397887000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            3032
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.672
_diffrn_reflns_theta_min         5.632
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.894
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17875
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.70a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_description       block
_exptl_crystal_F_000             386
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.478
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     78
_refine_ls_number_reflns         881
_refine_ls_number_restraints     33
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0551
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1107P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1424
_refine_ls_wR_factor_ref         0.1447
_reflns_Friedel_coverage         0.000
_reflns_number_gt                814
_reflns_number_total             881
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt01965f2.cif
_cod_data_source_block           BIF-251
_cod_original_cell_volume        806.78(5)
_cod_original_sg_symbol_H-M      'P 4/n'
_cod_database_code               7719699
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         MnSCBNO
_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.
;
_shelx_estimated_absorpt_t_max   0.546
_shelx_estimated_absorpt_t_min   0.468
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 O1-C1 = C1-O2
 1.25 with sigma of 0.01
 O1-O2
 2.165 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Mn1 \\sim O1 \\sim C1 \\sim O2: within 3A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 3A
Uanis(O2) \\sim Ueq: with sigma of 0.003 and sigma for terminal atoms of 0.006
4. Others
 Fixed Sof: C1(0.25) H1(0.25) O2(0.25) O1(0.25)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
;
_shelx_res_file
;
TITL exp_3647_auto_a.res in P4/n
    ov_exp_3647_auto.res
    created by SHELXL-2019/3 at 13:20:52 on 25-Jul-2025
REM Old TITL exp_3647_auto in P4/n
REM SHELXT solution in P4/n: R1 0.174, Rweak 0.116, Alpha 0.033
REM <I/s> 0.333 for 75 systematic absences, Orientation as input
REM Formula found by SHELXT: C14 B1 N9 Mn
CELL 1.54184 11.11 11.11 6.5362 90 90 90
ZERR 2 0.0003 0.0003 0.0002 0 0 0
LATT 1
SYMM 0.5-X,0.5-Y,+Z
SYMM 0.5-Y,+X,+Z
SYMM +Y,0.5-X,+Z
SFAC C H B Mn N O
UNIT 26 26 2 2 16 4
DFIX 1.25 0.01 O1 C1 C1 O2
DANG 2.165 0.02 O1 O2
SIMU 0.01 0.02 3 Mn1 O1 C1 O2
ISOR 0.003 0.006 O2

L.S. 10
PLAN  2
SIZE 0.1 0.12 0.13
TEMP -150.15(10)
CONF
LIST 4
MORE -1
BOND $H
fmap 2
acta
OMIT -4 13 1
REM <olex2.extras>
REM <HklSrc "%.\\ov_exp_3647_auto.hkl">
REM </olex2.extras>

WGHT    0.110700
FVAR       0.79973
PART -1
C1    1    0.754454    0.725756    0.248445    10.25000    0.02130    0.02172 =
         0.01888   -0.00091    0.00018   -0.00465
AFIX  43
H1    2    0.752725    0.640286    0.251666    10.25000   -1.20000
AFIX   0
PART 0
N1    5    0.727167    0.360681    0.862514    11.00000    0.01485    0.01368 =
         0.02476   -0.00090   -0.00068    0.00009
MN1   4    0.750000    0.750000    0.743360    10.25000    0.01237    0.01237 =
         0.00784    0.00000    0.00000    0.00000
N2    5    0.726840    0.549610    0.748228    11.00000    0.01841    0.01484 =
         0.02681    0.00216   -0.00508   -0.00092
PART -1
O2    6    0.758534    0.774999    0.076604    10.25000    0.01806    0.01202 =
         0.01045   -0.00030   -0.00094   -0.00293
O1    6    0.752470    0.779284    0.415559    10.25000    0.02523    0.01918 =
         0.00690    0.00316   -0.00173   -0.00209
PART 0
C2    1    0.647151    0.483747    0.633239    11.00000    0.01971    0.01937 =
         0.02186   -0.00134   -0.00101    0.00185
AFIX  43
H2    2    0.599845    0.514188    0.523777    11.00000   -1.20000
AFIX   0
B1    3    0.750000    0.250000    1.000000    10.25000    0.01581    0.01581 =
         0.02185    0.00000    0.00000    0.00000
C3    1    0.772185    0.473503    0.882848    11.00000    0.01927    0.01541 =
         0.03276    0.00212   -0.00870   -0.00268
AFIX  43
H3    2    0.830086    0.495405    0.983113    11.00000   -1.20000
AFIX   0
C4    1    0.646673    0.367417    0.701236    11.00000    0.02225    0.01862 =
         0.02145   -0.00329   -0.00363   -0.00056
AFIX  43
H4    2    0.599836    0.303157    0.647791    11.00000   -1.20000
AFIX   0
HKLF 4




REM  exp_3647_auto_a.res in P4/n
REM wR2 = 0.1447, GooF = S = 1.085, Restrained GooF = 1.072 for all data
REM R1 = 0.0551 for 814 Fo > 4sig(Fo) and 0.0575 for all 881 data
REM 78 parameters refined using 33 restraints

END

WGHT      0.1107      0.0000

REM Highest difference peak  1.478,  deepest hole -0.516,  1-sigma level  0.140
Q1    1   0.7500  0.7500  0.9098  10.25000  0.05    1.48
Q2    1   0.7500  0.7500  0.5749  10.25000  0.05    1.27
;
_shelx_res_checksum              35587
_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 2.871
_oxdiff_exptl_absorpt_empirical_full_min 0.417
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
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
C1 C 0.754(7) 0.7258(13) 0.2484(8) 0.021(4) Uani 0.25 1 d D U P A -1
H1 H 0.752725 0.640286 0.251666 0.025 Uiso 0.25 1 calc R U P A -1
N1 N 0.72717(15) 0.36068(15) 0.8625(3) 0.0178(5) Uani 1 1 d . . . . .
Mn1 Mn 0.750000 0.750000 0.74336(8) 0.0109(3) Uani 1 4 d S TU P . .
N2 N 0.7268(2) 0.5496(2) 0.7482(2) 0.0200(6) Uani 1 1 d . . . . .
O2 O 0.759(5) 0.7750(19) 0.0766(7) 0.014(2) Uani 0.25 1 d D U P A -1
O1 O 0.752(6) 0.7793(9) 0.4156(7) 0.017(2) Uani 0.25 1 d D U P A -1
C2 C 0.6472(2) 0.48375(18) 0.6332(4) 0.0203(5) Uani 1 1 d . . . . .
H2 H 0.599845 0.514188 0.523777 0.024 Uiso 1 1 calc R U . . .
B1 B 0.750000 0.250000 1.000000 0.0178(9) Uani 1 4 d S T P . .
C3 C 0.77218(19) 0.4735(2) 0.8828(4) 0.0225(5) Uani 1 1 d . . . . .
H3 H 0.830086 0.495405 0.983113 0.027 Uiso 1 1 calc R U . . .
C4 C 0.6467(2) 0.3674(2) 0.7012(4) 0.0208(5) Uani 1 1 d . . . . .
H4 H 0.599836 0.303157 0.647791 0.025 Uiso 1 1 calc R U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.021(7) 0.022(7) 0.019(3) -0.001(2) 0.000(9) -0.005(9)
N1 0.0148(8) 0.0137(8) 0.0248(10) -0.0009(7) -0.0007(7) 0.0001(6)
Mn1 0.0124(4) 0.0124(4) 0.0078(5) 0.000 0.000 0.000
N2 0.0184(12) 0.0148(12) 0.0268(14) 0.0022(6) -0.0051(6) -0.0009(8)
O2 0.018(5) 0.012(5) 0.010(2) 0.000(2) -0.001(5) -0.003(4)
O1 0.025(4) 0.019(4) 0.007(2) 0.0032(19) -0.002(7) -0.002(7)
C2 0.0197(10) 0.0194(10) 0.0219(11) -0.0013(8) -0.0010(8) 0.0019(7)
B1 0.0158(12) 0.0158(12) 0.022(2) 0.000 0.000 0.000
C3 0.0193(9) 0.0154(9) 0.0328(13) 0.0021(8) -0.0087(8) -0.0027(7)
C4 0.0223(11) 0.0186(11) 0.0215(10) -0.0033(10) -0.0036(10) -0.0006(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O2 C1 H1 117.3 . . ?
O1 C1 H1 117.3 . . ?
O1 C1 O2 125.5(12) . . ?
C3 N1 B1 128.21(16) . . ?
C3 N1 C4 105.24(18) . . ?
C4 N1 B1 126.32(16) . . ?
N2 Mn1 N2 89.989(2) . 4_565 ?
N2 Mn1 N2 178.37(9) . 2_665 ?
N2 Mn1 N2 89.988(2) . 3_655 ?
N2 Mn1 N2 178.37(9) 4_565 3_655 ?
N2 Mn1 N2 89.988(2) 2_665 4_565 ?
N2 Mn1 N2 89.988(2) 2_665 3_655 ?
O1 Mn1 N2 91.1(19) . 3_655 ?
O1 Mn1 N2 90.5(19) . 4_565 ?
O1 Mn1 N2 99.47(19) . . ?
O1 Mn1 N2 82.15(19) . 2_665 ?
C2 N2 Mn1 126.57(16) . . ?
C3 N2 Mn1 127.00(16) . . ?
C3 N2 C2 105.6(2) . . ?
C1 O1 Mn1 142.8(8) . . ?
N2 C2 H2 125.4 . . ?
C4 C2 N2 109.2(2) . . ?
C4 C2 H2 125.4 . . ?
N1 B1 N1 109.80(7) 2_655 8_657 ?
N1 B1 N1 109.80(7) 7_667 . ?
N1 B1 N1 108.82(14) 7_667 8_657 ?
N1 B1 N1 109.80(7) 8_657 . ?
N1 B1 N1 108.82(14) 2_655 . ?
N1 B1 N1 109.80(7) 7_667 2_655 ?
N1 C3 H3 123.6 . . ?
N2 C3 N1 112.7(2) . . ?
N2 C3 H3 123.6 . . ?
N1 C4 H4 126.4 . . ?
C2 C4 N1 107.2(2) . . ?
C2 C4 H4 126.4 . . ?
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
C1 H1 0.9500 . ?
C1 O2 1.250(8) . ?
C1 O1 1.244(8) . ?
N1 B1 1.5440(18) . ?
N1 C3 1.356(3) . ?
N1 C4 1.384(3) . ?
Mn1 N2 2.241(2) 3_655 ?
Mn1 N2 2.241(2) 2_665 ?
Mn1 N2 2.241(2) . ?
Mn1 N2 2.241(2) 4_565 ?
Mn1 O1 2.167(5) . ?
N2 C2 1.373(3) . ?
N2 C3 1.320(3) . ?
C2 H2 0.9500 . ?
C2 C4 1.367(3) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
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
Mn1 N2 C2 C4 -170.71(17) . . . . ?
Mn1 N2 C3 N1 170.57(16) . . . . ?
N2 C2 C4 N1 0.3(3) . . . . ?
O2 C1 O1 Mn1 -178(6) . . . . ?
C2 N2 C3 N1 0.3(3) . . . . ?
B1 N1 C3 N2 -174.84(17) . . . . ?
B1 N1 C4 C2 174.74(17) . . . . ?
C3 N1 B1 N1 -15.6(2) . . . 7_667 ?
C3 N1 B1 N1 104.0(2) . . . 8_657 ?
C3 N1 B1 N1 -135.8(2) . . . 2_655 ?
C3 N1 C4 C2 -0.1(3) . . . . ?
C3 N2 C2 C4 -0.4(3) . . . . ?
C4 N1 B1 N1 50.50(18) . . . 2_655 ?
C4 N1 B1 N1 170.7(2) . . . 7_667 ?
C4 N1 B1 N1 -69.70(15) . . . 8_657 ?
C4 N1 C3 N2 -0.1(3) . . . . ?
