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#$Date: 2020-03-05 02:01:55 +0200 (Thu, 05 Mar 2020) $
#$Revision: 248914 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/33/7703387.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_7703387
loop_
_publ_author_name
'Zhang, Guoqi'
'Zeng, Haisu'
'Li, Sihan'
'Johnson, Jahvon'
'Mo, Zixuan'
'Neary, Michelle C.'
'Zheng, Shengping'
_publ_section_title
;
 1-D manganese(ii)-terpyridine coordination polymers as precatalysts for
 hydrofunctionalisation of carbonyl compounds.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2610
_journal_page_last               2615
_journal_paper_doi               10.1039/c9dt04637b
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C20 H14 Br2 Mn N4, C H4 O'
_chemical_formula_sum            'C21 H18 Br2 Mn N4 O'
_chemical_formula_weight         557.15
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2019-12-03 deposited with the CCDC.	2020-01-29 downloaded from the CCDC.
;
_cell_angle_alpha                95.1760(10)
_cell_angle_beta                 91.4490(10)
_cell_angle_gamma                94.4070(10)
_cell_formula_units_Z            2
_cell_length_a                   8.8113(2)
_cell_length_b                   10.2327(3)
_cell_length_c                   11.4867(3)
_cell_measurement_reflns_used    9790
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      36.85
_cell_measurement_theta_min      2.56
_cell_volume                     1027.87(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_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  0.0373
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            45159
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         36.902
_diffrn_reflns_theta_min         2.556
_exptl_absorpt_coefficient_mu    4.550
_exptl_absorpt_correction_T_max  0.7472
_exptl_absorpt_correction_T_min  0.4944
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.800
_exptl_crystal_description       plate
_exptl_crystal_F_000             550
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.327
_refine_diff_density_min         -0.718
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         10067
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0328
_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)+(0.0258P)²+0.9754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0667
_refine_ls_wR_factor_ref         0.0726
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7782
_reflns_number_total             10067
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt04637b2.cif
_cod_data_source_block           gz1477
_cod_depositor_comments
'Adding full bibliography for 7703386--7703387.cif.'
_cod_database_code               7703387
_shelx_shelxl_version_number     2017/1
_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   0.291
_shelx_estimated_absorpt_t_max   0.772
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
Mn1 Mn 0.70533(3) 0.73445(2) 0.26422(2) 0.01040(4) Uani 1 1 d . .
Br1 Br 0.60903(2) 0.97493(2) 0.28245(2) 0.01520(4) Uani 1 1 d . .
Br2 Br 0.79448(2) 0.48018(2) 0.23136(2) 0.01675(4) Uani 1 1 d . .
N1 N 0.47468(15) 0.65448(13) 0.31576(11) 0.0115(2) Uani 1 1 d . .
N2 N 0.71213(14) 0.72940(12) 0.45662(10) 0.0095(2) Uani 1 1 d . .
N3 N 0.94100(15) 0.81174(13) 0.33192(11) 0.0114(2) Uani 1 1 d . .
N4 N 0.71080(16) 0.73765(14) 1.07050(11) 0.0138(2) Uani 1 1 d . .
C11 C 0.35696(18) 0.62053(16) 0.24031(13) 0.0142(3) Uani 1 1 d . .
H11A H 0.373227 0.623804 0.159144 0.017 Uiso 1 1 calc R U
C12 C 0.21246(18) 0.58083(16) 0.27508(14) 0.0147(3) Uani 1 1 d . .
H12A H 0.130573 0.560894 0.219345 0.018 Uiso 1 1 calc R U
C13 C 0.19028(18) 0.57092(16) 0.39285(14) 0.0146(3) Uani 1 1 d . .
H13A H 0.093417 0.540804 0.418940 0.017 Uiso 1 1 calc R U
C14 C 0.31075(17) 0.60536(15) 0.47244(13) 0.0128(3) Uani 1 1 d . .
H14A H 0.297661 0.599235 0.553656 0.015 Uiso 1 1 calc R U
C15 C 0.45105(16) 0.64902(14) 0.43137(12) 0.0096(2) Uani 1 1 d . .
C21 C 0.58443(17) 0.69345(14) 0.51046(12) 0.0100(2) Uani 1 1 d . .
C22 C 0.58005(17) 0.69969(15) 0.63215(12) 0.0113(2) Uani 1 1 d . .
H22A H 0.487678 0.678246 0.669561 0.014 Uiso 1 1 calc R U
C23 C 0.71392(17) 0.73803(15) 0.69776(12) 0.0113(2) Uani 1 1 d . .
C24 C 0.84636(17) 0.77186(15) 0.64020(12) 0.0118(2) Uani 1 1 d . .
H24A H 0.939381 0.795895 0.683168 0.014 Uiso 1 1 calc R U
C25 C 0.84073(16) 0.77002(14) 0.51873(12) 0.0098(2) Uani 1 1 d . .
C31 C 1.05134(18) 0.85640(17) 0.26449(13) 0.0149(3) Uani 1 1 d . .
H31A H 1.030752 0.853735 0.182692 0.018 Uiso 1 1 calc R U
C32 C 1.19426(18) 0.90637(16) 0.30803(14) 0.0158(3) Uani 1 1 d . .
H32A H 1.270258 0.935908 0.257112 0.019 Uiso 1 1 calc R U
C33 C 1.22373(18) 0.91226(16) 0.42737(14) 0.0146(3) Uani 1 1 d . .
H33A H 1.320334 0.946546 0.460023 0.017 Uiso 1 1 calc R U
C34 C 1.10976(18) 0.86722(15) 0.49863(13) 0.0131(3) Uani 1 1 d . .
H34A H 1.127266 0.870899 0.580849 0.016 Uiso 1 1 calc R U
C35 C 0.97012(17) 0.81683(14) 0.44851(12) 0.0104(2) Uani 1 1 d . .
C41 C 0.59470(19) 0.78081(18) 1.01034(13) 0.0163(3) Uani 1 1 d . .
H41A H 0.511423 0.812131 1.052563 0.020 Uiso 1 1 calc R U
C42 C 0.59060(19) 0.78182(17) 0.88973(13) 0.0155(3) Uani 1 1 d . .
H42A H 0.504485 0.809966 0.850402 0.019 Uiso 1 1 calc R U
C43 C 0.71435(17) 0.74105(15) 0.82697(12) 0.0119(2) Uani 1 1 d . .
C44 C 0.83751(18) 0.70050(16) 0.88957(13) 0.0135(3) Uani 1 1 d . .
H44A H 0.925766 0.675254 0.850299 0.016 Uiso 1 1 calc R U
C45 C 0.82947(18) 0.69754(17) 1.00956(13) 0.0142(3) Uani 1 1 d . .
H45A H 0.911767 0.665630 1.050689 0.017 Uiso 1 1 calc R U
O1 O 1.20389(18) 0.73758(18) 1.00822(13) 0.0309(3) Uani 1 1 d . .
H1 H 1.208(4) 0.679(3) 0.957(3) 0.053(10) Uiso 1 1 d . .
C51 C 1.1996(3) 0.8624(3) 0.9650(2) 0.0363(5) Uani 1 1 d . .
H51C H 1.096754 0.891881 0.972164 0.054 Uiso 1 1 calc R U
H51A H 1.226740 0.855976 0.882609 0.054 Uiso 1 1 calc R U
H51B H 1.272307 0.925724 1.010357 0.054 Uiso 1 1 calc R U
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
N2 Mn1 N4 177.13(5) . 1_554
N2 Mn1 N1 72.41(5) . .
N4 Mn1 N1 110.03(5) 1_554 .
N2 Mn1 N3 72.12(4) . .
N4 Mn1 N3 105.44(5) 1_554 .
N1 Mn1 N3 144.53(4) . .
N2 Mn1 Br1 91.68(3) . .
N4 Mn1 Br1 89.88(4) 1_554 .
N1 Mn1 Br1 89.30(4) . .
N3 Mn1 Br1 91.68(4) . .
N2 Mn1 Br2 91.53(3) . .
N4 Mn1 Br2 87.00(4) 1_554 .
N1 Mn1 Br2 89.71(4) . .
N3 Mn1 Br2 91.27(4) . .
Br1 Mn1 Br2 176.180(10) . .
C11 N1 C15 118.23(13) . .
C11 N1 Mn1 124.09(10) . .
C15 N1 Mn1 117.51(10) . .
C21 N2 C25 120.62(12) . .
C21 N2 Mn1 119.32(9) . .
C25 N2 Mn1 119.93(9) . .
C31 N3 C35 118.26(13) . .
C31 N3 Mn1 124.07(10) . .
C35 N3 Mn1 117.64(10) . .
C45 N4 C41 117.46(13) . .
C45 N4 Mn1 121.68(10) . 1_556
C41 N4 Mn1 120.86(10) . 1_556
N1 C11 C12 123.07(14) . .
N1 C11 H11A 118.5 . .
C12 C11 H11A 118.5 . .
C13 C12 C11 118.44(14) . .
C13 C12 H12A 120.8 . .
C11 C12 H12A 120.8 . .
C12 C13 C14 119.38(14) . .
C12 C13 H13A 120.3 . .
C14 C13 H13A 120.3 . .
C13 C14 C15 118.87(14) . .
C13 C14 H14A 120.6 . .
C15 C14 H14A 120.6 . .
N1 C15 C14 121.93(13) . .
N1 C15 C21 115.45(12) . .
C14 C15 C21 122.62(13) . .
N2 C21 C22 121.32(13) . .
N2 C21 C15 115.07(12) . .
C22 C21 C15 123.60(13) . .
C23 C22 C21 118.68(13) . .
C23 C22 H22A 120.7 . .
C21 C22 H22A 120.7 . .
C24 C23 C22 119.14(13) . .
C24 C23 C43 120.85(13) . .
C22 C23 C43 120.01(13) . .
C23 C24 C25 119.13(13) . .
C23 C24 H24A 120.4 . .
C25 C24 H24A 120.4 . .
N2 C25 C24 120.98(13) . .
N2 C25 C35 114.88(12) . .
C24 C25 C35 124.09(13) . .
N3 C31 C32 123.24(14) . .
N3 C31 H31A 118.4 . .
C32 C31 H31A 118.4 . .
C33 C32 C31 118.48(14) . .
C33 C32 H32A 120.8 . .
C31 C32 H32A 120.8 . .
C32 C33 C34 118.91(14) . .
C32 C33 H33A 120.5 . .
C34 C33 H33A 120.5 . .
C35 C34 C33 119.33(14) . .
C35 C34 H34A 120.3 . .
C33 C34 H34A 120.3 . .
N3 C35 C34 121.76(14) . .
N3 C35 C25 115.44(12) . .
C34 C35 C25 122.75(13) . .
N4 C41 C42 123.20(15) . .
N4 C41 H41A 118.4 . .
C42 C41 H41A 118.4 . .
C41 C42 C43 119.12(15) . .
C41 C42 H42A 120.4 . .
C43 C42 H42A 120.4 . .
C42 C43 C44 117.83(13) . .
C42 C43 C23 121.06(14) . .
C44 C43 C23 121.10(14) . .
C45 C44 C43 119.21(14) . .
C45 C44 H44A 120.4 . .
C43 C44 H44A 120.4 . .
N4 C45 C44 123.08(15) . .
N4 C45 H45A 118.5 . .
C44 C45 H45A 118.5 . .
C51 O1 H1 112(2) . .
O1 C51 H51C 109.5 . .
O1 C51 H51A 109.5 . .
H51C C51 H51A 109.5 . .
O1 C51 H51B 109.5 . .
H51C C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 N2 2.2147(12) .
Mn1 N4 2.2301(12) 1_554
Mn1 N1 2.2457(13) .
Mn1 N3 2.2577(13) .
Mn1 Br1 2.6563(3) .
Mn1 Br2 2.7714(3) .
N1 C11 1.3389(19) .
N1 C15 1.3548(18) .
N2 C21 1.3403(19) .
N2 C25 1.3412(18) .
N3 C31 1.337(2) .
N3 C35 1.3529(18) .
N4 C45 1.343(2) .
N4 C41 1.345(2) .
C11 C12 1.386(2) .
C11 H11A 0.9500 .
C12 C13 1.383(2) .
C12 H12A 0.9500 .
C13 C14 1.386(2) .
C13 H13A 0.9500 .
C14 C15 1.390(2) .
C14 H14A 0.9500 .
C15 C21 1.484(2) .
C21 C22 1.3952(19) .
C22 C23 1.394(2) .
C22 H22A 0.9500 .
C23 C24 1.392(2) .
C23 C43 1.4816(19) .
C24 C25 1.3933(19) .
C24 H24A 0.9500 .
C25 C35 1.487(2) .
C31 C32 1.386(2) .
C31 H31A 0.9500 .
C32 C33 1.384(2) .
C32 H32A 0.9500 .
C33 C34 1.389(2) .
C33 H33A 0.9500 .
C34 C35 1.387(2) .
C34 H34A 0.9500 .
C41 C42 1.386(2) .
C41 H41A 0.9500 .
C42 C43 1.392(2) .
C42 H42A 0.9500 .
C43 C44 1.397(2) .
C44 C45 1.385(2) .
C44 H44A 0.9500 .
C45 H45A 0.9500 .
O1 C51 1.414(3) .
O1 H1 0.81(4) .
C51 H51C 0.9800 .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 Br2 0.81(4) 2.58(4) 3.3822(17) 170(3) 2_766 yes
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
C15 N1 C11 C12 0.3(2) .
Mn1 N1 C11 C12 -174.94(12) .
N1 C11 C12 C13 -2.6(3) .
C11 C12 C13 C14 2.4(2) .
C12 C13 C14 C15 0.0(2) .
C11 N1 C15 C14 2.2(2) .
Mn1 N1 C15 C14 177.77(11) .
C11 N1 C15 C21 -177.45(14) .
Mn1 N1 C15 C21 -1.87(17) .
C13 C14 C15 N1 -2.3(2) .
C13 C14 C15 C21 177.28(14) .
C25 N2 C21 C22 1.4(2) .
Mn1 N2 C21 C22 -174.40(11) .
C25 N2 C21 C15 -179.27(13) .
Mn1 N2 C21 C15 4.95(17) .
N1 C15 C21 N2 -1.93(19) .
C14 C15 C21 N2 178.43(14) .
N1 C15 C21 C22 177.40(14) .
C14 C15 C21 C22 -2.2(2) .
N2 C21 C22 C23 -3.2(2) .
C15 C21 C22 C23 177.50(14) .
C21 C22 C23 C24 1.6(2) .
C21 C22 C23 C43 -177.81(14) .
C22 C23 C24 C25 1.8(2) .
C43 C23 C24 C25 -178.89(14) .
C21 N2 C25 C24 2.1(2) .
Mn1 N2 C25 C24 177.86(11) .
C21 N2 C25 C35 -175.39(13) .
Mn1 N2 C25 C35 0.37(17) .
C23 C24 C25 N2 -3.7(2) .
C23 C24 C25 C35 173.59(14) .
C35 N3 C31 C32 0.6(2) .
Mn1 N3 C31 C32 178.43(13) .
N3 C31 C32 C33 -1.0(3) .
C31 C32 C33 C34 0.4(2) .
C32 C33 C34 C35 0.4(2) .
C31 N3 C35 C34 0.3(2) .
Mn1 N3 C35 C34 -177.64(11) .
C31 N3 C35 C25 177.91(14) .
Mn1 N3 C35 C25 -0.02(17) .
C33 C34 C35 N3 -0.8(2) .
C33 C34 C35 C25 -178.27(14) .
N2 C25 C35 N3 -0.2(2) .
C24 C25 C35 N3 -177.63(14) .
N2 C25 C35 C34 177.37(14) .
C24 C25 C35 C34 0.0(2) .
C45 N4 C41 C42 2.0(3) .
Mn1 N4 C41 C42 -178.35(13) 1_556
N4 C41 C42 C43 -2.5(3) .
C41 C42 C43 C44 0.1(2) .
C41 C42 C43 C23 178.83(16) .
C24 C23 C43 C42 142.97(16) .
C22 C23 C43 C42 -37.7(2) .
C24 C23 C43 C44 -38.4(2) .
C22 C23 C43 C44 140.98(16) .
C42 C43 C44 C45 2.5(2) .
C23 C43 C44 C45 -176.22(15) .
C41 N4 C45 C44 0.9(2) .
Mn1 N4 C45 C44 -178.82(12) 1_556
C43 C44 C45 N4 -3.1(3) .
