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#$Date: 2024-08-05 22:09:39 +0300 (Mon, 05 Aug 2024) $
#$Revision: 293872 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/65/7716556.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_7716556
loop_
_publ_author_name
'Bisarya, Akshara'
'Dhole, Sunil'
'Kumar, Akshai'
_publ_section_title
;
 Efficient net transfer-dehydrogenation of glycerol: NNN pincer-Mn and
 manganese chloride as a catalyst unlocks the effortless production of
 lactic acid and isopropanol.
;
_journal_issue                   30
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12698
_journal_page_last               12709
_journal_paper_doi               10.1039/d4dt01731e
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C19 H15 Cl2 Mn N3'
_chemical_formula_sum            'C19 H15 Cl2 Mn N3'
_chemical_formula_weight         411.18
_chemical_name_common            (Ph2NNN)MnCl2
_chemical_name_systematic        (Ph2NNN)MnCl2
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2024-06-28
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-07-02 deposited with the CCDC.	2024-07-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.775(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6526(10)
_cell_length_b                   17.402(2)
_cell_length_c                   13.8792(17)
_cell_measurement_reflns_used    9830
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.37
_cell_measurement_theta_min      2.77
_cell_volume                     1826.7(4)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection
'Bruker APEX4 v2022.1-0'(Bruker AXS Inc., 2022)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.15
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'Bruker PHOTON II 7'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21648
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.406
_diffrn_reflns_theta_min         2.772
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.021
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sevvana, M., Ruf, M., Usón, I., Sheldrick, G. M., and Herbst-Irmer, R. (2019)
"Non-merohedral twinning: from minerals to proteins"
Acta. Cryst. D75, 1040-1050.
doi:10.1107/S2059798319010179
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_description       block
_exptl_crystal_F_000             836
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Methanol'
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1691
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0353
_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)+(0.0145P)²+2.5647P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0670
_refine_ls_wR_factor_ref         0.0718
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1427
_reflns_number_total             1691
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01731e2.cif
_cod_data_source_block           phnnnmncl2_1_0ma_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7716555--7716558.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7716556
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Riding coordinates:
 C10(H10)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C9(H9)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Mn1 Mn 0.500000 0.56944(3) 0.750000 0.04469(17) Uani 1 2 d S T P . .
Cl2 Cl 0.31820(10) 0.63834(4) 0.83942(6) 0.0708(2) Uani 1 1 d . . . . .
N3 N 0.3082(3) 0.52536(11) 0.61180(15) 0.0490(5) Uani 1 1 d . . . . .
N2 N 0.500000 0.44334(14) 0.750000 0.0463(7) Uani 1 2 d S T P . .
C6 C 0.2211(3) 0.57334(15) 0.53591(19) 0.0516(6) Uani 1 1 d . . . . .
C1 C 0.1519(4) 0.64163(16) 0.5609(2) 0.0696(8) Uani 1 1 d . . . . .
H1 H 0.157712 0.654904 0.626194 0.083 Uiso 1 1 calc R U . . .
C2 C 0.0729(4) 0.69118(18) 0.4886(2) 0.0762(9) Uani 1 1 d . . . . .
H2 H 0.023334 0.737049 0.505778 0.091 Uiso 1 1 calc R U . . .
C3 C 0.0675(4) 0.6730(2) 0.3932(2) 0.0829(10) Uani 1 1 d . . . . .
H3 H 0.016198 0.706577 0.344849 0.099 Uiso 1 1 calc R U . . .
C4 C 0.1377(5) 0.6055(3) 0.3689(2) 0.1101(15) Uani 1 1 d . . . . .
H4 H 0.134246 0.593158 0.303385 0.132 Uiso 1 1 calc R U . . .
C5 C 0.2140(4) 0.5547(2) 0.4390(2) 0.0852(11) Uani 1 1 d . . . . .
H5 H 0.260213 0.508359 0.421106 0.102 Uiso 1 1 calc R U . . .
C7 C 0.3045(3) 0.45253(15) 0.6012(2) 0.0555(7) Uani 1 1 d . . . . .
H7 H 0.239486 0.430259 0.546152 0.067 Uiso 1 1 calc R U . . .
C8 C 0.4044(3) 0.40472(14) 0.6769(2) 0.0544(7) Uani 1 1 d . . . . .
C9 C 0.4014(4) 0.32453(15) 0.6753(3) 0.0761(10) Uani 1 1 d . . . . .
H9 H 0.333679 0.298286 0.624378 0.091 Uiso 1 1 calc R U . . .
C10 C 0.500000 0.2852(2) 0.750000 0.0866(16) Uani 1 2 d S T P . .
H10 H 0.500000 0.231744 0.750000 0.104 Uiso 1 2 d R U P . .
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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 '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
Cl2 Mn1 Cl2 118.13(4) 2_656 . ?
Cl2 Mn1 N3 94.72(5) 2_656 . ?
Cl2 Mn1 N3 104.60(5) . . ?
Cl2 Mn1 N3 104.60(5) 2_656 2_656 ?
Cl2 Mn1 N3 94.71(5) . 2_656 ?
N3 Mn1 N3 142.04(10) 2_656 . ?
N2 Mn1 Cl2 120.93(2) . . ?
N2 Mn1 Cl2 120.93(2) . 2_656 ?
N2 Mn1 N3 71.02(5) . 2_656 ?
N2 Mn1 N3 71.02(5) . . ?
C6 N3 Mn1 124.92(15) . . ?
C7 N3 Mn1 114.65(17) . . ?
C7 N3 C6 119.8(2) . . ?
C8 N2 Mn1 120.15(14) . . ?
C8 N2 Mn1 120.15(14) 2_656 . ?
C8 N2 C8 119.7(3) . 2_656 ?
C1 C6 N3 118.5(2) . . ?
C1 C6 C5 119.5(3) . . ?
C5 C6 N3 121.9(3) . . ?
C6 C1 H1 120.0 . . ?
C6 C1 C2 120.0(3) . . ?
C2 C1 H1 120.0 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.4(3) . . ?
C5 C4 H4 119.3 . . ?
C6 C5 H5 120.3 . . ?
C4 C5 C6 119.3(3) . . ?
C4 C5 H5 120.3 . . ?
N3 C7 H7 120.6 . . ?
N3 C7 C8 118.9(2) . . ?
C8 C7 H7 120.6 . . ?
N2 C8 C7 115.1(2) . . ?
N2 C8 C9 121.3(3) . . ?
C9 C8 C7 123.6(3) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.9(3) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 C9 120.0(4) 2_656 . ?
C9 C10 H10 120.0 2_656 . ?
C9 C10 H10 120.0 . . ?
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
Mn1 Cl2 2.3324(8) 2_656 ?
Mn1 Cl2 2.3325(7) . ?
Mn1 N3 2.359(2) . ?
Mn1 N3 2.359(2) 2_656 ?
Mn1 N2 2.194(3) . ?
N3 C6 1.427(3) . ?
N3 C7 1.276(3) . ?
N2 C8 1.338(3) . ?
N2 C8 1.338(3) 2_656 ?
C6 C1 1.367(4) . ?
C6 C5 1.376(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.389(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.356(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.356(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.376(4) . ?
C5 H5 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.461(4) . ?
C8 C9 1.396(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.369(4) . ?
C10 H10 0.9296 . ?
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 N3 C6 C1 -40.9(3) . . . . ?
Mn1 N3 C6 C5 135.4(2) . . . . ?
Mn1 N3 C7 C8 4.8(3) . . . . ?
Mn1 N2 C8 C7 -0.2(3) . . . . ?
Mn1 N2 C8 C9 -179.7(2) . . . . ?
N3 C6 C1 C2 177.3(3) . . . . ?
N3 C6 C5 C4 -176.0(3) . . . . ?
N3 C7 C8 N2 -3.3(3) . . . . ?
N3 C7 C8 C9 176.2(3) . . . . ?
N2 C8 C9 C10 -0.5(4) . . . . ?
C6 N3 C7 C8 175.9(2) . . . . ?
C6 C1 C2 C3 -1.5(5) . . . . ?
C1 C6 C5 C4 0.3(5) . . . . ?
C1 C2 C3 C4 1.0(5) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C3 C4 C5 C6 -0.8(6) . . . . ?
C5 C6 C1 C2 0.9(4) . . . . ?
C7 N3 C6 C1 149.0(3) . . . . ?
C7 N3 C6 C5 -34.7(4) . . . . ?
C7 C8 C9 C10 180.0(2) . . . . ?
C8 N2 C8 C7 179.8(3) 2_656 . . . ?
C8 N2 C8 C9 0.3(2) 2_656 . . . ?
C8 C9 C10 C9 0.26(19) . . . 2_656 ?
