#------------------------------------------------------------------------------
#$Date: 2021-10-15 23:56:11 +0200 (Fri 15 de Oct de 2021) $
#$Revision: 269969 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/91/7129116.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_7129116
loop_
_publ_author_name
'Huang, Kuo-Wei'
'Gholap, Sandeep S.'
'Al-Dakhil, Abdullah'
'Chakraborty, Priyanka'
'Li, Huaifeng'
'Dutta, Indranil'
'Das, Pradip'
_publ_section_title
;
 Efficient and chemoselective hydrogenation of aldehydes catalyzed by a
 well-defined PN3 -pincer manganese (II) catalyst precursor: an
 application in furfural conversion
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC04808B
_journal_year                    2021
_chemical_formula_sum            'C18 H26 Cl2 Mn N3 P'
_chemical_formula_weight         441.23
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-07-25 deposited with the CCDC.	2021-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.245(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9997(16)
_cell_length_b                   12.4522(13)
_cell_length_c                   14.3781(18)
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      33.09
_cell_measurement_theta_min      2.22
_cell_volume                     2197.4(5)
_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-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0718
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            48566
_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         33.159
_diffrn_reflns_theta_min         1.834
_exptl_absorpt_coefficient_mu    0.923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       Block
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_transmission_factor_max   0.852
_exptl_transmission_factor_min   0.823
_refine_diff_density_max         0.932
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         8376
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0427
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1588
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6245
_reflns_number_total             8376
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc04808b2.cif
_cod_data_source_block           cat1
_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 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7129116
_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.
;
_shelx_estimated_absorpt_t_min   0.823
_shelx_estimated_absorpt_t_max   0.852
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
C1 C 0.59988(18) 0.49588(18) 0.72303(16) 0.0309(4) Uani 1 1 d . . . . .
H1 H 0.641751 0.545665 0.770562 0.037 Uiso 1 1 calc R U . . .
C2 C 0.63955(18) 0.39249(19) 0.72385(16) 0.0326(5) Uani 1 1 d . . . . .
H2 H 0.707219 0.371563 0.770488 0.039 Uiso 1 1 calc R U . . .
C3 C 0.5777(2) 0.32101(18) 0.65482(16) 0.0335(5) Uani 1 1 d . . . . .
H3 H 0.602318 0.249395 0.653489 0.040 Uiso 1 1 calc R U . . .
C4 C 0.47969(18) 0.35355(16) 0.58752(15) 0.0275(4) Uani 1 1 d . . . . .
H4 H 0.436287 0.304689 0.539913 0.033 Uiso 1 1 calc R U . . .
C5 C 0.44553(15) 0.45946(14) 0.59064(13) 0.0192(3) Uani 1 1 d . . . . .
C6 C 0.34164(15) 0.50218(14) 0.52183(12) 0.0184(3) Uani 1 1 d . . . . .
C7 C 0.27425(17) 0.44200(15) 0.44567(15) 0.0273(4) Uani 1 1 d . . . . .
H7 H 0.292656 0.370384 0.434656 0.033 Uiso 1 1 calc R U . . .
C8 C 0.17747(19) 0.48954(17) 0.38469(16) 0.0328(5) Uani 1 1 d . . . . .
H8 H 0.129307 0.449685 0.331820 0.039 Uiso 1 1 calc R U . . .
C9 C 0.15217(17) 0.59339(17) 0.40117(14) 0.0273(4) Uani 1 1 d . . . . .
H9 H 0.087080 0.626302 0.360178 0.033 Uiso 1 1 calc R U . . .
C10 C 0.22564(15) 0.64985(13) 0.48078(12) 0.0179(3) Uani 1 1 d . . . . .
C11 C 0.18203(16) 0.83983(15) 0.67158(14) 0.0224(3) Uani 1 1 d . . . . .
C12 C 0.06744(17) 0.88028(18) 0.61376(17) 0.0303(4) Uani 1 1 d . . . . .
H12A H 0.036647 0.836301 0.554545 0.045 Uiso 1 1 calc R U . . .
H12B H 0.071462 0.955301 0.594650 0.045 Uiso 1 1 calc R U . . .
H12C H 0.020911 0.875115 0.655108 0.045 Uiso 1 1 calc R U . . .
C13 C 0.2356(2) 0.9122(2) 0.76060(17) 0.0354(5) Uani 1 1 d . . . . .
H13A H 0.236983 0.986385 0.738288 0.053 Uiso 1 1 calc R U . . .
H13B H 0.310254 0.887684 0.794326 0.053 Uiso 1 1 calc R U . . .
H13C H 0.193752 0.908827 0.806120 0.053 Uiso 1 1 calc R U . . .
C14 C 0.17151(18) 0.72522(18) 0.70827(18) 0.0321(4) Uani 1 1 d . . . . .
H14A H 0.124228 0.726511 0.749097 0.048 Uiso 1 1 calc R U . . .
H14B H 0.243753 0.698561 0.747393 0.048 Uiso 1 1 calc R U . . .
H14C H 0.139858 0.677802 0.651623 0.048 Uiso 1 1 calc R U . . .
C15 C 0.30370(16) 0.95615(14) 0.54611(14) 0.0212(3) Uani 1 1 d . . . . .
C16 C 0.34994(18) 0.92651(17) 0.46366(15) 0.0275(4) Uani 1 1 d . . . . .
H16A H 0.294221 0.888441 0.411046 0.041 Uiso 1 1 calc R U . . .
H16B H 0.413800 0.880119 0.490471 0.041 Uiso 1 1 calc R U . . .
H16C H 0.371225 0.992096 0.437004 0.041 Uiso 1 1 calc R U . . .
C17 C 0.20397(19) 1.02951(16) 0.50373(17) 0.0313(4) Uani 1 1 d . . . . .
H17A H 0.222808 1.088965 0.467675 0.047 Uiso 1 1 calc R U . . .
H17B H 0.181709 1.058214 0.557645 0.047 Uiso 1 1 calc R U . . .
H17C H 0.143865 0.988098 0.458860 0.047 Uiso 1 1 calc R U . . .
C18 C 0.39358(18) 1.01552(17) 0.62707(16) 0.0304(4) Uani 1 1 d . . . . .
H18A H 0.413245 1.081519 0.599819 0.046 Uiso 1 1 calc R U . . .
H18B H 0.457829 0.969193 0.651534 0.046 Uiso 1 1 calc R U . . .
H18C H 0.366877 1.033634 0.681406 0.046 Uiso 1 1 calc R U . . .
Cl1 Cl 0.59372(4) 0.78470(4) 0.64556(4) 0.02586(11) Uani 1 1 d . . . . .
Cl2 Cl 0.46475(4) 0.68028(4) 0.83626(3) 0.02552(11) Uani 1 1 d . . . . .
H3N H 0.139(2) 0.779(2) 0.4582(19) 0.027(7) Uiso 1 1 d . . . . .
Mn1 Mn 0.44260(2) 0.69254(2) 0.66535(2) 0.01820(8) Uani 1 1 d . . . . .
N1 N 0.50532(13) 0.52884(13) 0.65837(12) 0.0226(3) Uani 1 1 d . . . . .
N2 N 0.31837(12) 0.60533(11) 0.53973(11) 0.0171(3) Uani 1 1 d . . . . .
N3 N 0.20177(13) 0.75400(12) 0.49903(11) 0.0201(3) Uani 1 1 d . . . . .
P1 P 0.27723(4) 0.82595(4) 0.59917(3) 0.01694(10) 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'
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'
P P 0.1023 0.0942 '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
N1 C1 C2 123.0(2) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 117.8(2) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
C2 C3 C4 119.97(19) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 118.9(2) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 121.13(17) . . ?
N1 C5 C6 115.78(15) . . ?
C4 C5 C6 123.08(17) . . ?
N2 C6 C7 122.71(16) . . ?
N2 C6 C5 114.92(15) . . ?
C7 C6 C5 122.37(16) . . ?
C6 C7 C8 118.09(17) . . ?
C6 C7 H7 121.0 . . ?
C8 C7 H7 121.0 . . ?
C9 C8 C7 120.33(18) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 118.14(18) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 H9 120.9 . . ?
N2 C10 N3 118.65(15) . . ?
N2 C10 C9 122.15(16) . . ?
N3 C10 C9 119.20(16) . . ?
C12 C11 C13 110.65(17) . . ?
C12 C11 C14 108.04(17) . . ?
C13 C11 C14 108.99(18) . . ?
C12 C11 P1 115.59(14) . . ?
C13 C11 P1 108.52(14) . . ?
C14 C11 P1 104.74(13) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C18 110.17(16) . . ?
C17 C15 C16 109.22(16) . . ?
C18 C15 C16 107.79(16) . . ?
C17 C15 P1 115.58(14) . . ?
C18 C15 P1 107.67(13) . . ?
C16 C15 P1 106.08(12) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 Mn1 N2 72.44(6) . . ?
N1 Mn1 Cl1 96.21(5) . . ?
N2 Mn1 Cl1 122.52(4) . . ?
N1 Mn1 Cl2 93.83(4) . . ?
N2 Mn1 Cl2 127.15(4) . . ?
Cl1 Mn1 Cl2 109.35(2) . . ?
N1 Mn1 P1 146.59(5) . . ?
N2 Mn1 P1 74.44(4) . . ?
Cl1 Mn1 P1 105.14(2) . . ?
Cl2 Mn1 P1 102.697(19) . . ?
C1 N1 C5 119.11(17) . . ?
C1 N1 Mn1 121.31(14) . . ?
C5 N1 Mn1 119.53(12) . . ?
C10 N2 C6 118.57(15) . . ?
C10 N2 Mn1 124.13(11) . . ?
C6 N2 Mn1 117.27(11) . . ?
C10 N3 P1 123.51(12) . . ?
C10 N3 H3N 115.0(17) . . ?
P1 N3 H3N 121.2(17) . . ?
N3 P1 C11 102.51(9) . . ?
N3 P1 C15 104.06(8) . . ?
C11 P1 C15 113.04(8) . . ?
N3 P1 Mn1 98.49(5) . . ?
C11 P1 Mn1 117.93(6) . . ?
C15 P1 Mn1 117.12(6) . . ?
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
C1 N1 1.338(3) . ?
C1 C2 1.385(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.378(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(3) . ?
C4 H4 0.9500 . ?
C5 N1 1.342(2) . ?
C5 C6 1.485(2) . ?
C6 N2 1.363(2) . ?
C6 C7 1.377(3) . ?
C7 C8 1.405(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.374(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.413(2) . ?
C9 H9 0.9500 . ?
C10 N2 1.344(2) . ?
C10 N3 1.379(2) . ?
C11 C12 1.532(3) . ?
C11 C13 1.532(3) . ?
C11 C14 1.543(3) . ?
C11 P1 1.8695(19) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.538(3) . ?
C15 C18 1.540(3) . ?
C15 C16 1.540(3) . ?
C15 P1 1.8714(18) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
Cl1 Mn1 2.3719(6) . ?
Cl2 Mn1 2.3829(6) . ?
Mn1 N1 2.2099(16) . ?
Mn1 N2 2.2642(15) . ?
Mn1 P1 2.6340(6) . ?
N3 P1 1.7050(15) . ?
N3 H3N 0.89(3) . ?
