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#$Date: 2021-03-05 03:52:20 +0200 (Fri, 05 Mar 2021) $
#$Revision: 262597 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/63/7706397.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_7706397
loop_
_publ_author_name
'Henke, Wade C.'
'Kerr, Tyler A.'
'Sheridan, Thomas R.'
'Henling, Lawrence M.'
'Takase, Michael K.'
'Day, Victor W.'
'Gray, Harry B.'
'Blakemore, James D.'
_publ_section_title
;
 Synthesis, structural studies, and redox chemistry of bimetallic
 [Mn(CO)₃] and [Re(CO)₃] complexes.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2746
_journal_page_last               2756
_journal_paper_doi               10.1039/d0dt03666h
_journal_volume                  50
_journal_year                    2021
_chemical_formula_sum            'C11 H6 Br Mn N4 O3'
_chemical_formula_weight         377.05
_chemical_properties_physical    Light-sensitive
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-05-22 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;
_cell_angle_alpha                102.3575(17)
_cell_angle_beta                 93.1195(18)
_cell_angle_gamma                102.3828(17)
_cell_formula_units_Z            2
_cell_length_a                   6.6093(3)
_cell_length_b                   6.6618(3)
_cell_length_c                   14.8504(8)
_cell_measurement_reflns_used    9855
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.35
_cell_measurement_theta_min      2.82
_cell_volume                     620.40(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker-AXS, 2007)'
_computing_data_collection       'APEX2 v2014.11-0 (Bruker-AXS, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker-AXS, 2007)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2013/1 (She ldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.24
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            31855
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.362
_diffrn_reflns_theta_min         3.173
_diffrn_source                   'I\mS HB micro-focus sealed tube'
_exptl_absorpt_coefficient_mu    4.296
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_correction_T_min  0.5920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Sheldrick, 2014)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.018
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         5964
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0289
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0247P)²+0.3776P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0572
_refine_ls_wR_factor_ref         0.0605
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5046
_reflns_number_total             5964
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03666h3.cif
_cod_data_source_block           cmpd3_p15315
_cod_depositor_comments
'Adding full bibliography for 7706395--7706401.cif.'
_cod_database_code               7706397
_shelx_shelxl_version_number     2014/7
_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_min   0.359
_shelx_estimated_absorpt_t_max   0.673
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
Br1 Br 0.75418(2) -0.10899(2) 0.24308(2) 0.01139(4) Uani 1 1 d . . . . .
Mn1 Mn 0.66495(3) 0.22880(3) 0.32549(2) 0.00725(4) Uani 1 1 d . . . . .
N1 N 0.47957(16) 0.19435(17) 0.20721(8) 0.00813(18) Uani 1 1 d . . . . .
C1 C 0.27812(19) 0.0943(2) 0.18835(9) 0.0101(2) Uani 1 1 d . . . . .
H1 H 0.2056 0.0439 0.2356 0.012 Uiso 1 1 calc R U . . .
C2 C 0.1731(2) 0.0628(2) 0.10092(10) 0.0123(2) Uani 1 1 d . . . . .
H2 H 0.0308 -0.0107 0.0898 0.015 Uiso 1 1 calc R U . . .
N3 N 0.26607(19) 0.1327(2) 0.03195(8) 0.0142(2) Uani 1 1 d . . . . .
C3 C 0.4662(2) 0.2351(2) 0.05120(9) 0.0121(2) Uani 1 1 d . . . . .
H3 H 0.5368 0.2885 0.0042 0.015 Uiso 1 1 calc R U . . .
C4 C 0.57503(19) 0.2662(2) 0.13809(9) 0.0084(2) Uani 1 1 d . . . . .
C5 C 0.79405(19) 0.3743(2) 0.16316(9) 0.0086(2) Uani 1 1 d . . . . .
C6 C 0.9210(2) 0.4652(2) 0.10363(9) 0.0117(2) Uani 1 1 d . . . . .
H6 H 0.8638 0.4547 0.0423 0.014 Uiso 1 1 calc R U . . .
N4 N 1.11997(18) 0.56647(19) 0.12946(8) 0.0126(2) Uani 1 1 d . . . . .
C7 C 1.1905(2) 0.5804(2) 0.21765(10) 0.0115(2) Uani 1 1 d . . . . .
H7 H 1.3302 0.6537 0.2395 0.014 Uiso 1 1 calc R U . . .
C8 C 1.0660(2) 0.4912(2) 0.27813(9) 0.0108(2) Uani 1 1 d . . . . .
H8 H 1.1225 0.5065 0.3401 0.013 Uiso 1 1 calc R U . . .
N2 N 0.86821(17) 0.38420(17) 0.25106(8) 0.00818(18) Uani 1 1 d . . . . .
C11 C 0.5930(2) 0.4676(2) 0.38384(9) 0.0114(2) Uani 1 1 d . . . . .
O1 O 0.54033(18) 0.61222(18) 0.42110(8) 0.0184(2) Uani 1 1 d . . . . .
C12 C 0.4658(2) 0.0746(2) 0.37988(9) 0.0105(2) Uani 1 1 d . . . . .
O2 O 0.33855(16) -0.02108(17) 0.41312(8) 0.0164(2) Uani 1 1 d . . . . .
C13 C 0.8577(2) 0.2471(2) 0.42167(10) 0.0126(2) Uani 1 1 d . . . . .
O3 O 0.97877(18) 0.25707(19) 0.48131(8) 0.0203(2) Uani 1 1 d . . . . .
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
C11 Mn1 C12 89.42(6) . . ?
C11 Mn1 C13 92.22(6) . . ?
C12 Mn1 C13 89.89(6) . . ?
C11 Mn1 N1 94.01(5) . . ?
C12 Mn1 N1 95.01(5) . . ?
C13 Mn1 N1 172.11(5) . . ?
C11 Mn1 N2 93.25(5) . . ?
C12 Mn1 N2 173.63(5) . . ?
C13 Mn1 N2 95.78(5) . . ?
N1 Mn1 N2 79.04(4) . . ?
C11 Mn1 Br1 178.36(4) . . ?
C12 Mn1 Br1 89.40(4) . . ?
C13 Mn1 Br1 88.92(4) . . ?
N1 Mn1 Br1 84.96(3) . . ?
N2 Mn1 Br1 87.81(3) . . ?
C1 N1 C4 117.15(11) . . ?
C1 N1 Mn1 126.75(9) . . ?
C4 N1 Mn1 115.89(8) . . ?
N1 C1 C2 121.23(12) . . ?
N1 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
N3 C2 C1 122.14(12) . . ?
N3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C3 N3 C2 116.59(12) . . ?
N3 C3 C4 122.17(13) . . ?
N3 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
N1 C4 C3 120.71(12) . . ?
N1 C4 C5 114.44(11) . . ?
C3 C4 C5 124.84(12) . . ?
N2 C5 C6 121.00(12) . . ?
N2 C5 C4 114.78(11) . . ?
C6 C5 C4 124.20(12) . . ?
N4 C6 C5 122.62(13) . . ?
N4 C6 H6 118.7 . . ?
C5 C6 H6 118.7 . . ?
C6 N4 C7 115.91(12) . . ?
N4 C7 C8 122.28(12) . . ?
N4 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
N2 C8 C7 121.59(12) . . ?
N2 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 N2 C5 116.54(11) . . ?
C8 N2 Mn1 128.01(9) . . ?
C5 N2 Mn1 115.44(8) . . ?
O1 C11 Mn1 177.12(12) . . ?
O2 C12 Mn1 178.86(12) . . ?
O3 C13 Mn1 179.38(14) . . ?
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
Br1 Mn1 2.5255(2) . ?
Mn1 C11 1.8132(14) . ?
Mn1 C12 1.8253(14) . ?
Mn1 C13 1.8272(14) . ?
Mn1 N1 2.0277(11) . ?
Mn1 N2 2.0379(11) . ?
N1 C1 1.3396(16) . ?
N1 C4 1.3537(16) . ?
C1 C2 1.3908(19) . ?
C1 H1 0.9500 . ?
C2 N3 1.3391(19) . ?
C2 H2 0.9500 . ?
N3 C3 1.3364(18) . ?
C3 C4 1.3948(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.4602(18) . ?
C5 N2 1.3522(16) . ?
C5 C6 1.3943(18) . ?
C6 N4 1.3361(17) . ?
C6 H6 0.9500 . ?
N4 C7 1.3432(18) . ?
C7 C8 1.3912(19) . ?
C7 H7 0.9500 . ?
C8 N2 1.3414(16) . ?
C8 H8 0.9500 . ?
C11 O1 1.1365(17) . ?
C12 O2 1.1431(17) . ?
C13 O3 1.1420(17) . ?
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
C4 N1 C1 C2 1.07(18) . . . . ?
Mn1 N1 C1 C2 -173.38(9) . . . . ?
N1 C1 C2 N3 -0.9(2) . . . . ?
C1 C2 N3 C3 0.0(2) . . . . ?
C2 N3 C3 C4 0.8(2) . . . . ?
C1 N1 C4 C3 -0.33(18) . . . . ?
Mn1 N1 C4 C3 174.73(10) . . . . ?
C1 N1 C4 C5 179.80(11) . . . . ?
Mn1 N1 C4 C5 -5.13(14) . . . . ?
N3 C3 C4 N1 -0.6(2) . . . . ?
N3 C3 C4 C5 179.22(13) . . . . ?
N1 C4 C5 N2 0.61(16) . . . . ?
C3 C4 C5 N2 -179.25(12) . . . . ?
N1 C4 C5 C6 -178.42(12) . . . . ?
C3 C4 C5 C6 1.7(2) . . . . ?
N2 C5 C6 N4 -0.3(2) . . . . ?
C4 C5 C6 N4 178.71(12) . . . . ?
C5 C6 N4 C7 -1.51(19) . . . . ?
C6 N4 C7 C8 1.35(19) . . . . ?
N4 C7 C8 N2 0.6(2) . . . . ?
C7 C8 N2 C5 -2.36(18) . . . . ?
C7 C8 N2 Mn1 176.45(10) . . . . ?
C6 C5 N2 C8 2.19(17) . . . . ?
C4 C5 N2 C8 -176.87(11) . . . . ?
C6 C5 N2 Mn1 -176.78(10) . . . . ?
C4 C5 N2 Mn1 4.16(14) . . . . ?
