#------------------------------------------------------------------------------
#$Date: 2020-06-27 08:14:44 +0300 (Sat, 27 Jun 2020) $
#$Revision: 253514 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/34/2243454.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2243454
loop_
_publ_author_name
'Wadayama, Kosei'
'Takase, Tsugiko'
'Oyama, Dai'
_publ_section_title
;
 Selective synthesis and crystal structures of manganese(I) complexes with
 a bi- or tridentate terpyridine ligand
;
_journal_coeditor_code           WM5569
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1139
_journal_page_last               1142
_journal_paper_doi               10.1107/S2056989020008178
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          '[Mn Br (C21 H15 N3) (C O)3]'
_chemical_formula_moiety         'C24 H15 Br Mn N3 O3'
_chemical_formula_sum            'C24 H15 Br Mn N3 O3'
_chemical_formula_weight         528.24
_chemical_name_systematic
fac-Bromidotricarbonyl(4'-phenyl-2,2':6',2''-terpyridine-κ²N,N')manganese(I)
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 103.0774(7)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   11.6630(3)
_cell_length_b                   11.6691(3)
_cell_length_c                   15.8892(4)
_cell_measurement_reflns_used    18973
_cell_measurement_temperature    93
_cell_measurement_theta_max      27.54
_cell_measurement_theta_min      3.01
_cell_volume                     2106.38(9)
_computing_cell_refinement
;
PROCESS-AUTO (Rigaku, 1998)
;
_computing_data_collection
;
PROCESS-AUTO (Rigaku, 1998)
;
_computing_data_reduction
;
PROCESS-AUTO (Rigaku, 1998)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2020), ORTEP-3 for Windows (Farrugia,
2012)
;
_computing_publication_material
;
CrystalStructure (Rigaku, 2019), PLATON (Spek, 2020),
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015)
;
_computing_structure_solution
;
SIR97 (Altomare et al.,  1999)
;
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 7.143
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21455
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_min         3.010
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.562
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_correction_T_min  0.774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(REQAB, Rigaku, 1998)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1056.00
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.96
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4813
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0351
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0416P)²+2.6282P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0915
_reflns_number_gt                4253
_reflns_number_total             4813
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            wm5569sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        2106.39(10)
_cod_database_code               2243454
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.61476(2) 0.17999(2) 0.88742(2) 0.02812(9) Uani d 1 . .
Mn Mn1 0.78248(3) 0.17015(3) 0.81054(2) 0.02513(10) Uani d 1 . .
O O1 0.99149(17) 0.17222(19) 0.73649(14) 0.0400(5) Uani d 1 . .
O O2 0.7925(2) 0.42515(18) 0.81993(14) 0.0444(5) Uani d 1 . .
O O3 0.95375(19) 0.1798(2) 0.97692(14) 0.0457(5) Uani d 1 . .
N N1 0.76212(17) -0.00325(19) 0.81015(13) 0.0252(4) Uani d 1 . .
N N2 0.65411(17) 0.14582(19) 0.69692(13) 0.0238(4) Uani d 1 . .
N N3 0.7794(2) 0.3305(2) 0.62983(17) 0.0359(5) Uani d 1 . .
C C1 0.9075(2) 0.1690(2) 0.76117(18) 0.0320(6) Uani d 1 . .
C C2 0.7848(3) 0.3278(3) 0.81319(19) 0.0354(6) Uani d 1 . .
C C3 0.8852(2) 0.1758(2) 0.91343(18) 0.0327(6) Uani d 1 . .
C C4 0.8291(2) -0.0776(2) 0.86473(17) 0.0313(6) Uani d 1 . .
H H1 0.893046 -0.048384 0.907298 0.038 Uiso calc 1 . .
C C5 0.8095(2) -0.1941(3) 0.86198(19) 0.0358(6) Uani d 1 . .
H H2 0.860275 -0.243958 0.900658 0.043 Uiso calc 1 . .
C C6 0.7144(2) -0.2373(3) 0.80188(19) 0.0350(6) Uani d 1 . .
H H3 0.698453 -0.317169 0.798723 0.042 Uiso calc 1 . .
C C7 0.6431(2) -0.1615(2) 0.74643(18) 0.0313(6) Uani d 1 . .
H H4 0.576614 -0.188952 0.705236 0.038 Uiso calc 1 . .
C C8 0.6693(2) -0.0454(2) 0.75134(15) 0.0247(5) Uani d 1 . .
C C9 0.6038(2) 0.0406(2) 0.69157(15) 0.0232(5) Uani d 1 . .
C C10 0.4996(2) 0.0143(2) 0.63271(15) 0.0232(5) Uani d 1 . .
H H5 0.466483 -0.060220 0.632112 0.028 Uiso calc 1 . .
C C11 0.44359(19) 0.0971(2) 0.57461(15) 0.0214(5) Uani d 1 . .
C C12 0.5003(2) 0.2023(2) 0.57681(16) 0.0248(5) Uani d 1 . .
H H6 0.467288 0.260028 0.536409 0.030 Uiso calc 1 . .
C C13 0.6042(2) 0.2244(2) 0.63698(16) 0.0254(5) Uani d 1 . .
C C14 0.6644(2) 0.3362(2) 0.63063(17) 0.0280(5) Uani d 1 . .
C C15 0.6033(2) 0.4378(2) 0.62349(19) 0.0326(6) Uani d 1 . .
H H7 0.522062 0.438538 0.624227 0.039 Uiso calc 1 . .
C C16 0.6619(3) 0.5393(3) 0.6152(2) 0.0418(7) Uani d 1 . .
H H8 0.621545 0.610530 0.610537 0.050 Uiso calc 1 . .
C C17 0.7798(3) 0.5349(3) 0.6138(2) 0.0446(7) Uani d 1 . .
H H9 0.822144 0.602872 0.607979 0.054 Uiso calc 1 . .
C C18 0.8345(3) 0.4297(3) 0.6212(2) 0.0403(7) Uani d 1 . .
H H10 0.915543 0.426919 0.620071 0.048 Uiso calc 1 . .
C C19 0.3301(2) 0.0749(2) 0.51219(15) 0.0215(5) Uani d 1 . .
C C20 0.2826(2) -0.0347(2) 0.49944(17) 0.0316(6) Uani d 1 . .
H H11 0.324220 -0.097276 0.530401 0.038 Uiso calc 1 . .
C C21 0.1756(3) -0.0542(3) 0.44231(19) 0.0389(7) Uani d 1 . .
H H12 0.144475 -0.129640 0.434142 0.047 Uiso calc 1 . .
C C22 0.1145(2) 0.0361(3) 0.39740(19) 0.0373(6) Uani d 1 . .
H H13 0.039539 0.023966 0.359983 0.045 Uiso calc 1 . .
C C23 0.1626(3) 0.1429(3) 0.4072(2) 0.0453(8) Uani d 1 . .
H H14 0.122516 0.204709 0.374184 0.054 Uiso calc 1 . .
C C24 0.2688(3) 0.1626(2) 0.4644(2) 0.0402(7) Uani d 1 . .
H H15 0.300073 0.238042 0.470790 0.048 Uiso calc 1 . .
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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Br Br -0.2901 2.4595
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 Mn1 C1 . . 87.58(13) ?
C3 Mn1 C2 . . 86.53(13) ?
C1 Mn1 C2 . . 90.48(13) ?
C3 Mn1 N1 . . 95.30(10) ?
C1 Mn1 N1 . . 95.53(11) ?
C2 Mn1 N1 . . 173.78(11) ?
C3 Mn1 N2 . . 172.86(11) ?
C1 Mn1 N2 . . 96.60(10) ?
C2 Mn1 N2 . . 99.18(11) ?
N1 Mn1 N2 . . 78.58(8) ?
C3 Mn1 Br1 . . 89.33(9) ?
C1 Mn1 Br1 . . 176.28(9) ?
C2 Mn1 Br1 . . 87.27(9) ?
N1 Mn1 Br1 . . 86.80(6) ?
N2 Mn1 Br1 . . 86.69(6) ?
C4 N1 C8 . . 117.9(2) ?
C4 N1 Mn1 . . 126.07(17) ?
C8 N1 Mn1 . . 115.98(16) ?
C9 N2 C13 . . 117.3(2) ?
C9 N2 Mn1 . . 113.14(16) ?
C13 N2 Mn1 . . 128.74(17) ?
C18 N3 C14 . . 117.3(2) ?
O1 C1 Mn1 . . 174.2(2) ?
O2 C2 Mn1 . . 175.2(3) ?
O3 C3 Mn1 . . 177.3(3) ?
N1 C4 C5 . . 123.3(2) ?
N1 C4 H1 . . 118.4 ?
C5 C4 H1 . . 118.4 ?
C4 C5 C6 . . 118.8(3) ?
C4 C5 H2 . . 120.6 ?
C6 C5 H2 . . 120.6 ?
C7 C6 C5 . . 118.6(3) ?
C7 C6 H3 . . 120.7 ?
C5 C6 H3 . . 120.7 ?
C6 C7 C8 . . 119.7(2) ?
C6 C7 H4 . . 120.2 ?
C8 C7 H4 . . 120.2 ?
N1 C8 C7 . . 121.7(2) ?
N1 C8 C9 . . 114.5(2) ?
C7 C8 C9 . . 123.7(2) ?
N2 C9 C10 . . 122.9(2) ?
N2 C9 C8 . . 115.1(2) ?
C10 C9 C8 . . 122.0(2) ?
C9 C10 C11 . . 120.0(2) ?
C9 C10 H5 . . 120.0 ?
C11 C10 H5 . . 120.0 ?
C12 C11 C10 . . 116.6(2) ?
C12 C11 C19 . . 121.2(2) ?
C10 C11 C19 . . 122.3(2) ?
C13 C12 C11 . . 121.2(2) ?
C13 C12 H6 . . 119.4 ?
C11 C12 H6 . . 119.4 ?
N2 C13 C12 . . 121.9(2) ?
N2 C13 C14 . . 120.3(2) ?
C12 C13 C14 . . 117.7(2) ?
N3 C14 C15 . . 122.7(2) ?
N3 C14 C13 . . 116.2(2) ?
C15 C14 C13 . . 121.0(2) ?
C14 C15 C16 . . 119.1(3) ?
C14 C15 H7 . . 120.4 ?
C16 C15 H7 . . 120.4 ?
C17 C16 C15 . . 118.9(3) ?
C17 C16 H8 . . 120.6 ?
C15 C16 H8 . . 120.6 ?
C18 C17 C16 . . 118.4(3) ?
C18 C17 H9 . . 120.8 ?
C16 C17 H9 . . 120.8 ?
N3 C18 C17 . . 123.6(3) ?
N3 C18 H10 . . 118.2 ?
C17 C18 H10 . . 118.2 ?
C24 C19 C20 . . 117.6(2) ?
C24 C19 C11 . . 120.9(2) ?
C20 C19 C11 . . 121.5(2) ?
C21 C20 C19 . . 121.1(2) ?
C21 C20 H11 . . 119.5 ?
C19 C20 H11 . . 119.5 ?
C22 C21 C20 . . 119.8(3) ?
C22 C21 H12 . . 120.1 ?
C20 C21 H12 . . 120.1 ?
C23 C22 C21 . . 119.3(2) ?
C23 C22 H13 . . 120.3 ?
C21 C22 H13 . . 120.3 ?
C22 C23 C24 . . 120.9(3) ?
C22 C23 H14 . . 119.6 ?
C24 C23 H14 . . 119.6 ?
C19 C24 C23 . . 121.2(3) ?
C19 C24 H15 . . 119.4 ?
C23 C24 H15 . . 119.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 Mn1 . 2.5325(5) ?
Mn1 C3 . 1.796(3) ?
Mn1 C1 . 1.805(3) ?
Mn1 C2 . 1.840(3) ?
Mn1 N1 . 2.037(2) ?
Mn1 N2 . 2.088(2) ?
O1 C1 . 1.135(4) ?
O2 C2 . 1.143(3) ?
O3 C3 . 1.138(3) ?
N1 C4 . 1.345(3) ?
N1 C8 . 1.353(3) ?
N2 C9 . 1.355(3) ?
N2 C13 . 1.355(3) ?
N3 C18 . 1.346(4) ?
N3 C14 . 1.347(3) ?
C4 C5 . 1.377(4) ?
C4 H1 . 0.9500 ?
C5 C6 . 1.384(4) ?
C5 H2 . 0.9500 ?
C6 C7 . 1.385(4) ?
C6 H3 . 0.9500 ?
C7 C8 . 1.387(4) ?
C7 H4 . 0.9500 ?
C8 C9 . 1.471(3) ?
C9 C10 . 1.390(3) ?
C10 C11 . 1.393(3) ?
C10 H5 . 0.9500 ?
C11 C12 . 1.390(3) ?
C11 C19 . 1.486(3) ?
C12 C13 . 1.388(3) ?
C12 H6 . 0.9500 ?
C13 C14 . 1.496(3) ?
C14 C15 . 1.375(4) ?
C15 C16 . 1.388(4) ?
C15 H7 . 0.9500 ?
C16 C17 . 1.381(4) ?
C16 H8 . 0.9500 ?
C17 C18 . 1.376(4) ?
C17 H9 . 0.9500 ?
C18 H10 . 0.9500 ?
C19 C24 . 1.374(3) ?
C19 C20 . 1.391(4) ?
C20 C21 . 1.386(4) ?
C20 H11 . 0.9500 ?
C21 C22 . 1.377(4) ?
C21 H12 . 0.9500 ?
C22 C23 . 1.361(4) ?
C22 H13 . 0.9500 ?
C23 C24 . 1.379(4) ?
C23 H14 . 0.9500 ?
C24 H15 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C7 H4 Br1 2_646 0.95 2.83 3.754(3) 165
C16 H8 Br1 2_656 0.95 2.88 3.612(4) 135
C20 H11 Br1 2_646 0.95 2.92 3.844(2) 163
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C8 N1 C4 C5 . . . . 1.8(4) ?
Mn1 N1 C4 C5 . . . . 178.9(2) ?
N1 C4 C5 C6 . . . . -1.9(5) ?
C4 C5 C6 C7 . . . . 0.4(4) ?
C5 C6 C7 C8 . . . . 1.0(4) ?
C4 N1 C8 C7 . . . . -0.3(4) ?
Mn1 N1 C8 C7 . . . . -177.7(2) ?
C4 N1 C8 C9 . . . . -177.3(2) ?
Mn1 N1 C8 C9 . . . . 5.3(3) ?
C6 C7 C8 N1 . . . . -1.1(4) ?
C6 C7 C8 C9 . . . . 175.7(2) ?
C13 N2 C9 C10 . . . . -5.6(3) ?
Mn1 N2 C9 C10 . . . . 164.82(19) ?
C13 N2 C9 C8 . . . . 173.0(2) ?
Mn1 N2 C9 C8 . . . . -16.7(3) ?
N1 C8 C9 N2 . . . . 7.9(3) ?
C7 C8 C9 N2 . . . . -169.1(2) ?
N1 C8 C9 C10 . . . . -173.6(2) ?
C7 C8 C9 C10 . . . . 9.4(4) ?
N2 C9 C10 C11 . . . . 1.4(4) ?
C8 C9 C10 C11 . . . . -177.0(2) ?
C9 C10 C11 C12 . . . . 2.9(3) ?
C9 C10 C11 C19 . . . . -178.0(2) ?
C10 C11 C12 C13 . . . . -3.1(4) ?
C19 C11 C12 C13 . . . . 177.8(2) ?
C9 N2 C13 C12 . . . . 5.3(3) ?
Mn1 N2 C13 C12 . . . . -163.30(18) ?
C9 N2 C13 C14 . . . . -171.0(2) ?
Mn1 N2 C13 C14 . . . . 20.3(3) ?
C11 C12 C13 N2 . . . . -1.1(4) ?
C11 C12 C13 C14 . . . . 175.4(2) ?
C18 N3 C14 C15 . . . . -0.3(4) ?
C18 N3 C14 C13 . . . . 177.8(3) ?
N2 C13 C14 N3 . . . . 47.9(3) ?
C12 C13 C14 N3 . . . . -128.7(3) ?
N2 C13 C14 C15 . . . . -134.0(3) ?
C12 C13 C14 C15 . . . . 49.5(4) ?
N3 C14 C15 C16 . . . . -0.1(4) ?
C13 C14 C15 C16 . . . . -178.1(3) ?
C14 C15 C16 C17 . . . . 0.4(5) ?
C15 C16 C17 C18 . . . . -0.3(5) ?
C14 N3 C18 C17 . . . . 0.5(5) ?
C16 C17 C18 N3 . . . . -0.2(5) ?
C12 C11 C19 C24 . . . . -10.3(4) ?
C10 C11 C19 C24 . . . . 170.7(3) ?
C12 C11 C19 C20 . . . . 169.1(2) ?
C10 C11 C19 C20 . . . . -9.9(4) ?
C24 C19 C20 C21 . . . . -1.8(4) ?
C11 C19 C20 C21 . . . . 178.7(3) ?
C19 C20 C21 C22 . . . . -0.2(5) ?
C20 C21 C22 C23 . . . . 2.7(5) ?
C21 C22 C23 C24 . . . . -3.1(5) ?
C20 C19 C24 C23 . . . . 1.4(5) ?
C11 C19 C24 C23 . . . . -179.1(3) ?
C22 C23 C24 C19 . . . . 1.0(6) ?

_cod_database_fobs_code 2243454
