#------------------------------------------------------------------------------
#$Date: 2020-10-06 12:57:50 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257715 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/96/7059660.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_7059660
loop_
_publ_author_name
'Amorim, André L.'
'Guerreiro, Ana'
'Glitz, Vinícius A.'
'Coimbra, Daniel F.'
'Bortoluzzi, Adailton J.'
'Caramori, Giovanni F.'
'Braga, Antonio L.'
'Neves, Ademir'
'Bernardes, Gonçalo J. L.'
'Peralta, Rosely A.'
_publ_section_title
;
 Synthesis, characterization and photoinduced CO-release by manganese(i)
 complexes
;
_journal_issue                   26
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10892
_journal_page_last               10901
_journal_paper_doi               10.1039/D0NJ02260H
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C16 H15 Br Mn N3 O3'
_chemical_formula_sum            'C16 H15 Br Mn N3 O3'
_chemical_formula_weight         432.16
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2020-03-05 deposited with the CCDC.	2020-06-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.9270(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.1164(8)
_cell_length_b                   7.3867(2)
_cell_length_c                   18.3010(6)
_cell_measurement_reflns_used    5233
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      29.34
_cell_measurement_theta_min      2.48
_cell_volume                     3441.04(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            18246
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.101
_diffrn_reflns_theta_min         1.600
_exptl_absorpt_coefficient_mu    3.108
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6251
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/4'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_description       plate
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         5051
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0387
_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)+(0.0462P)²+4.2615P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0961
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3891
_reflns_number_total             5051
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj02260h2.cif
_cod_data_source_block           Complex3
_cod_depositor_comments
;Adding full bibliography for 7059659--7059661.cif.

 Adding full bibliography for 7059659--7059661.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7059660
_shelx_shelxl_version_number     2018/1
_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.
;
_shelx_estimated_absorpt_t_min   0.401
_shelx_estimated_absorpt_t_max   0.940
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'
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 0.15648(2) 0.70281(4) 0.43169(2) 0.03148(9) Uani 1 1 d . . . . .
Mn1 Mn 0.15709(2) 0.54481(5) 0.30961(2) 0.02187(10) Uani 1 1 d . . . . .
O1 O 0.21593(9) 0.8503(3) 0.26435(12) 0.0448(5) Uani 1 1 d . . . . .
N1 N 0.12268(8) 0.3215(3) 0.35121(12) 0.0237(4) Uani 1 1 d . . . . .
N3 N 0.06517(9) 0.2476(3) 0.47639(13) 0.0325(5) Uani 1 1 d . . . . .
N2 N 0.22248(7) 0.4113(3) 0.36740(11) 0.0217(4) Uani 1 1 d . . . . .
C12 C 0.02726(10) 0.1824(4) 0.42057(15) 0.0280(5) Uani 1 1 d . . . . .
C2 C 0.09731(11) 0.6622(4) 0.26713(16) 0.0349(6) Uani 1 1 d . . . . .
O2 O 0.06060(10) 0.7432(4) 0.23896(15) 0.0595(7) Uani 1 1 d . . . . .
C1 C 0.19351(11) 0.7303(4) 0.28183(14) 0.0298(6) Uani 1 1 d . . . . .
C4 C 0.15992(10) 0.1683(4) 0.35676(16) 0.0296(6) Uani 1 1 d . . . . .
H6 H 0.155592 0.108829 0.307273 0.036 Uiso 1 1 calc R U . . .
H7 H 0.152485 0.077820 0.392919 0.036 Uiso 1 1 calc R U . . .
C5 C 0.21511(9) 0.2363(3) 0.38216(13) 0.0224(5) Uani 1 1 d . . . . .
C9 C 0.27065(9) 0.4828(4) 0.39152(14) 0.0264(5) Uani 1 1 d . . . . .
H5 H 0.275795 0.607730 0.383089 0.032 Uiso 1 1 calc R U . . .
C8 C 0.31280(10) 0.3805(4) 0.42809(14) 0.0307(6) Uani 1 1 d . . . . .
H4 H 0.346428 0.434540 0.444396 0.037 Uiso 1 1 calc R U . . .
C7 C 0.30576(10) 0.1996(4) 0.44079(14) 0.0300(6) Uani 1 1 d . . . . .
H3 H 0.334633 0.126373 0.464489 0.036 Uiso 1 1 calc R U . . .
C6 C 0.25596(10) 0.1257(4) 0.41851(14) 0.0268(5) Uani 1 1 d . . . . .
H2 H 0.249856 0.001987 0.427898 0.032 Uiso 1 1 calc R U . . .
C10 C 0.06890(10) 0.2658(4) 0.31215(15) 0.0305(6) Uani 1 1 d . . . . .
H15 H 0.070033 0.222576 0.261326 0.037 Uiso 1 1 calc R U . . .
H14 H 0.045794 0.373552 0.306176 0.037 Uiso 1 1 calc R U . . .
C11 C 0.04428(10) 0.1171(4) 0.35187(15) 0.0320(6) Uani 1 1 d . . . . .
H12 H 0.013409 0.066533 0.316200 0.038 Uiso 1 1 calc R U . . .
H13 H 0.070108 0.018136 0.366420 0.038 Uiso 1 1 calc R U . . .
C16 C 0.05108(13) 0.3020(4) 0.53860(17) 0.0404(7) Uani 1 1 d . . . . .
H11 H 0.077574 0.347705 0.578630 0.049 Uiso 1 1 calc R U . . .
C15 C -0.00012(14) 0.2955(5) 0.5480(2) 0.0462(8) Uani 1 1 d . . . . .
H8 H -0.008249 0.333563 0.593736 0.055 Uiso 1 1 calc R U . . .
C14 C -0.03904(13) 0.2326(5) 0.4896(2) 0.0481(8) Uani 1 1 d . . . . .
H10 H -0.074633 0.228605 0.493746 0.058 Uiso 1 1 calc R U . . .
C13 C -0.02515(10) 0.1761(4) 0.42541(18) 0.0367(7) Uani 1 1 d . . . . .
H9 H -0.051204 0.132651 0.384318 0.044 Uiso 1 1 calc R U . . .
C3 C 0.15626(9) 0.4285(4) 0.21990(16) 0.0286(6) Uani 1 1 d . . . . .
O3 O 0.15503(9) 0.3657(3) 0.16748(13) 0.0451(5) Uani 1 1 d . . . . .
H1 H 0.1191(11) 0.349(4) 0.3955(17) 0.025(7) Uiso 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
C2 Mn1 C1 88.48(13) . . ?
C2 Mn1 C3 90.20(12) . . ?
C1 Mn1 C3 90.27(11) . . ?
C2 Mn1 N2 174.42(10) . . ?
C1 Mn1 N2 94.59(10) . . ?
C3 Mn1 N2 94.44(9) . . ?
C2 Mn1 N1 97.73(11) . . ?
C1 Mn1 N1 173.35(10) . . ?
C3 Mn1 N1 92.07(10) . . ?
N2 Mn1 N1 79.03(8) . . ?
C2 Mn1 Br1 89.03(9) . . ?
C1 Mn1 Br1 90.37(8) . . ?
C3 Mn1 Br1 178.98(8) . . ?
N2 Mn1 Br1 86.29(6) . . ?
N1 Mn1 Br1 87.39(6) . . ?
C4 N1 C10 110.9(2) . . ?
C4 N1 Mn1 107.28(15) . . ?
C10 N1 Mn1 118.58(16) . . ?
C4 N1 H1 109(2) . . ?
C10 N1 H1 103(2) . . ?
Mn1 N1 H1 108(2) . . ?
C16 N3 C12 117.4(2) . . ?
C5 N2 C9 118.5(2) . . ?
C5 N2 Mn1 115.26(15) . . ?
C9 N2 Mn1 126.20(18) . . ?
N3 C12 C13 122.1(3) . . ?
N3 C12 C11 116.5(2) . . ?
C13 C12 C11 121.4(3) . . ?
O2 C2 Mn1 176.8(3) . . ?
O1 C1 Mn1 178.8(3) . . ?
N1 C4 C5 109.7(2) . . ?
N1 C4 H6 109.7 . . ?
C5 C4 H6 109.7 . . ?
N1 C4 H7 109.7 . . ?
C5 C4 H7 109.7 . . ?
H6 C4 H7 108.2 . . ?
N2 C5 C6 122.2(2) . . ?
N2 C5 C4 115.5(2) . . ?
C6 C5 C4 122.3(2) . . ?
N2 C9 C8 122.0(3) . . ?
N2 C9 H5 119.0 . . ?
C8 C9 H5 119.0 . . ?
C7 C8 C9 119.5(2) . . ?
C7 C8 H4 120.3 . . ?
C9 C8 H4 120.3 . . ?
C8 C7 C6 119.0(2) . . ?
C8 C7 H3 120.5 . . ?
C6 C7 H3 120.5 . . ?
C7 C6 C5 118.7(3) . . ?
C7 C6 H2 120.7 . . ?
C5 C6 H2 120.7 . . ?
N1 C10 C11 114.9(2) . . ?
N1 C10 H15 108.5 . . ?
C11 C10 H15 108.5 . . ?
N1 C10 H14 108.5 . . ?
C11 C10 H14 108.5 . . ?
H15 C10 H14 107.5 . . ?
C12 C11 C10 113.6(2) . . ?
C12 C11 H12 108.9 . . ?
C10 C11 H12 108.9 . . ?
C12 C11 H13 108.9 . . ?
C10 C11 H13 108.9 . . ?
H12 C11 H13 107.7 . . ?
N3 C16 C15 123.6(3) . . ?
N3 C16 H11 118.2 . . ?
C15 C16 H11 118.2 . . ?
C14 C15 C16 118.5(3) . . ?
C14 C15 H8 120.7 . . ?
C16 C15 H8 120.7 . . ?
C13 C14 C15 118.5(3) . . ?
C13 C14 H10 120.8 . . ?
C15 C14 H10 120.8 . . ?
C14 C13 C12 119.8(3) . . ?
C14 C13 H9 120.1 . . ?
C12 C13 H9 120.1 . . ?
O3 C3 Mn1 178.0(3) . . ?
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 2.5238(4) . ?
Mn1 C2 1.803(3) . ?
Mn1 C1 1.805(3) . ?
Mn1 C3 1.849(3) . ?
Mn1 N2 2.049(2) . ?
Mn1 N1 2.101(2) . ?
O1 C1 1.146(3) . ?
N1 C4 1.481(3) . ?
N1 C10 1.485(3) . ?
N1 H1 0.86(3) . ?
N3 C16 1.334(4) . ?
N3 C12 1.343(4) . ?
N2 C5 1.343(3) . ?
N2 C9 1.345(3) . ?
C12 C13 1.392(4) . ?
C12 C11 1.504(4) . ?
C2 O2 1.150(4) . ?
C4 C5 1.499(3) . ?
C4 H6 0.9900 . ?
C4 H7 0.9900 . ?
C5 C6 1.389(3) . ?
C9 C8 1.379(4) . ?
C9 H5 0.9500 . ?
C8 C7 1.376(4) . ?
C8 H4 0.9500 . ?
C7 C6 1.385(4) . ?
C7 H3 0.9500 . ?
C6 H2 0.9500 . ?
C10 C11 1.535(4) . ?
C10 H15 0.9900 . ?
C10 H14 0.9900 . ?
C11 H12 0.9900 . ?
C11 H13 0.9900 . ?
C16 C15 1.387(5) . ?
C16 H11 0.9500 . ?
C15 C14 1.381(5) . ?
C15 H8 0.9500 . ?
C14 C13 1.369(5) . ?
C14 H10 0.9500 . ?
C13 H9 0.9500 . ?
C3 O3 1.060(3) . ?
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
C16 N3 C12 C13 2.0(4) . . . . ?
C16 N3 C12 C11 -178.3(3) . . . . ?
C10 N1 C4 C5 168.8(2) . . . . ?
Mn1 N1 C4 C5 37.8(2) . . . . ?
C9 N2 C5 C6 -2.8(3) . . . . ?
Mn1 N2 C5 C6 177.67(18) . . . . ?
C9 N2 C5 C4 177.2(2) . . . . ?
Mn1 N2 C5 C4 -2.3(3) . . . . ?
N1 C4 C5 N2 -24.5(3) . . . . ?
N1 C4 C5 C6 155.5(2) . . . . ?
C5 N2 C9 C8 2.6(3) . . . . ?
Mn1 N2 C9 C8 -177.95(18) . . . . ?
N2 C9 C8 C7 -0.2(4) . . . . ?
C9 C8 C7 C6 -2.0(4) . . . . ?
C8 C7 C6 C5 1.8(4) . . . . ?
N2 C5 C6 C7 0.6(4) . . . . ?
C4 C5 C6 C7 -179.4(2) . . . . ?
C4 N1 C10 C11 62.5(3) . . . . ?
Mn1 N1 C10 C11 -172.73(19) . . . . ?
N3 C12 C11 C10 -61.6(3) . . . . ?
C13 C12 C11 C10 118.0(3) . . . . ?
N1 C10 C11 C12 73.5(3) . . . . ?
C12 N3 C16 C15 -0.4(5) . . . . ?
N3 C16 C15 C14 -1.2(5) . . . . ?
C16 C15 C14 C13 1.3(5) . . . . ?
C15 C14 C13 C12 0.2(5) . . . . ?
N3 C12 C13 C14 -2.0(4) . . . . ?
C11 C12 C13 C14 178.4(3) . . . . ?
