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#$Date: 2024-04-05 08:50:39 +0300 (Fri, 05 Apr 2024) $
#$Revision: 291081 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/13/1571376.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_1571376
loop_
_publ_author_name
'Boro, Mridul'
'Baishya, Trishnajyoti'
'Frontera, Antonio'
'Barceló-Oliver, Miquel'
'Bhattacharyya, Manjit K.'
_publ_section_title
;
 Energetic Features of H-Bonded and π-Stacked Assemblies in
 Pyrazole-Based Coordination Compounds of Mn(II) and Cu(II): Experimental
 and Theoretical Studies
;
_journal_issue                   4
_journal_name_full               Crystals
_journal_page_first              318
_journal_paper_doi               10.3390/cryst14040318
_journal_volume                  14
_journal_year                    2024
_chemical_formula_sum            'C24 H28 Mn N4 O5'
_chemical_formula_weight         507.44
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.2401(10)
_cell_length_b                   12.1579(7)
_cell_length_c                   10.1312(6)
_cell_measurement_reflns_used    9948
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.23
_cell_measurement_theta_min      4.36
_cell_volume                     2369.9(2)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            19422
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.225
_diffrn_reflns_theta_min         7.285
_exptl_absorpt_coefficient_mu    4.893
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.2530
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1497 before and 0.0836 after correction.
The Ratio of minimum to maximum transmission is 0.3359.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1060
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.250
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.0087(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         2136
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0414
_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)+(0.0659P)²+1.9849P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1133
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2037
_reflns_number_total             2136
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            MnCl2_DMP_bz.cif
_cod_data_source_block           shelx
_cod_database_code               1571376
_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   0.217
_shelx_estimated_absorpt_t_max   0.374
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, 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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.500000 0.66638(3) 0.250000 0.0092(2) Uani 1 2 d DS T P . .
O2 O 0.53327(7) 0.76940(12) 0.40197(13) 0.0172(4) Uani 1 1 d . . . . .
O3 O 0.53019(7) 0.61825(11) 0.52443(16) 0.0199(4) Uani 1 1 d . . . . .
O1 O 0.500000 0.49100(18) 0.250000 0.0227(5) Uani 1 2 d GS T P . .
H1B H 0.488752 0.447620 0.314877 0.034 Uiso 0.5 1 d DG U P . .
H1A H 0.503281 0.447722 0.181904 0.034 Uiso 0.5 1 d DG U P . .
N1 N 0.61067(8) 0.65499(13) 0.16079(16) 0.0136(4) Uani 1 1 d . . . . .
N2 N 0.61925(8) 0.57118(14) 0.07311(17) 0.0168(4) Uani 1 1 d . . . . .
H2 H 0.584915 0.530095 0.043743 0.020 Uiso 1 1 calc R U . . .
C1 C 0.54285(9) 0.71992(15) 0.50959(18) 0.0111(4) Uani 1 1 d . . . . .
C9 C 0.67484(9) 0.69615(16) 0.17763(19) 0.0123(4) Uani 1 1 d . . . . .
C2 C 0.57019(9) 0.78608(15) 0.62222(19) 0.0110(4) Uani 1 1 d . . . . .
C10 C 0.72320(10) 0.63771(17) 0.10176(19) 0.0156(4) Uani 1 1 d . . . . .
H10 H 0.771838 0.650475 0.096532 0.019 Uiso 1 1 calc R U . . .
C11 C 0.68586(10) 0.55800(17) 0.0363(2) 0.0178(4) Uani 1 1 d . . . . .
C7 C 0.56447(10) 0.90010(16) 0.6170(2) 0.0190(5) Uani 1 1 d . . . . .
H7 H 0.545191 0.934165 0.540987 0.023 Uiso 1 1 calc R U . . .
C8 C 0.68911(11) 0.79105(18) 0.2671(2) 0.0187(5) Uani 1 1 d . . . . .
H8B H 0.701779 0.855583 0.214379 0.028 Uiso 1 1 calc R U . . .
H8C H 0.727502 0.772397 0.326627 0.028 Uiso 1 1 calc R U . . .
H8A H 0.647432 0.807480 0.319102 0.028 Uiso 1 1 calc R U . . .
C3 C 0.59996(11) 0.7371(2) 0.7331(2) 0.0188(5) Uani 1 1 d . . . . .
H3 H 0.604640 0.659353 0.737525 0.023 Uiso 1 1 calc R U . . .
C12 C 0.70588(12) 0.4696(2) -0.0584(3) 0.0328(6) Uani 1 1 d . . . . .
H12B H 0.730468 0.411037 -0.011112 0.049 Uiso 1 1 calc R U . . .
H12C H 0.736337 0.500328 -0.126634 0.049 Uiso 1 1 calc R U . . .
H12A H 0.663999 0.439328 -0.099795 0.049 Uiso 1 1 calc R U . . .
C4 C 0.62274(11) 0.8022(3) 0.8372(2) 0.0303(6) Uani 1 1 d . . . . .
H4 H 0.643309 0.768971 0.912519 0.036 Uiso 1 1 calc R U . . .
C6 C 0.58660(12) 0.9642(2) 0.7216(3) 0.0347(6) Uani 1 1 d . . . . .
H6 H 0.581874 1.041926 0.717795 0.042 Uiso 1 1 calc R U . . .
C5 C 0.61557(11) 0.9152(2) 0.8315(3) 0.0366(7) Uani 1 1 d . . . . .
H5 H 0.630627 0.959347 0.903384 0.044 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 '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
O2 Mn1 O2 106.18(8) 3_655 . ?
O2 Mn1 O1 126.91(4) 3_655 . ?
O2 Mn1 O1 126.91(4) . . ?
O2 Mn1 N1 92.39(5) 3_655 3_655 ?
O2 Mn1 N1 91.72(6) . 3_655 ?
O1 Mn1 N1 86.57(4) . 3_655 ?
O2 Mn1 N1 91.72(6) 3_655 . ?
O2 Mn1 N1 92.40(5) . . ?
O1 Mn1 N1 86.57(4) . . ?
N1 Mn1 N1 173.15(8) 3_655 . ?
C1 O2 Mn1 113.42(12) . . ?
Mn1 O1 H1B 127.3 . . ?
Mn1 O1 H1A 127.2 . . ?
H1B O1 H1A 104.5 . . ?
Mn1 O1 H1B 127.3(4) . 3_655 ?
H1B O1 H1B 105.4 . 3_655 ?
H1A O1 H1B 10.3 . 3_655 ?
Mn1 O1 H1A 127.2(5) . 3_655 ?
H1B O1 H1A 10.3 . 3_655 ?
H1A O1 H1A 105.6 . 3_655 ?
H1B O1 H1A 104.5 3_655 3_655 ?
C9 N1 N2 104.49(15) . . ?
C9 N1 Mn1 140.61(13) . . ?
N2 N1 Mn1 114.23(11) . . ?
C11 N2 N1 112.68(16) . . ?
C11 N2 H2 123.7 . . ?
N1 N2 H2 123.7 . . ?
O2 C1 O3 122.68(17) . . ?
O2 C1 C2 117.16(16) . . ?
O3 C1 C2 120.16(16) . . ?
N1 C9 C10 110.61(17) . . ?
N1 C9 C8 122.29(17) . . ?
C10 C9 C8 127.10(17) . . ?
C7 C2 C3 119.25(19) . . ?
C7 C2 C1 118.70(17) . . ?
C3 C2 C1 122.03(18) . . ?
C11 C10 C9 105.95(16) . . ?
C11 C10 H10 127.0 . . ?
C9 C10 H10 127.0 . . ?
N2 C11 C10 106.27(17) . . ?
N2 C11 C12 120.70(18) . . ?
C10 C11 C12 133.03(19) . . ?
C6 C7 C2 120.5(2) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C9 C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 C8 H8A 109.5 . . ?
H8B C8 H8A 109.5 . . ?
H8C C8 H8A 109.5 . . ?
C4 C3 C2 119.8(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12B C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C5 C6 C7 120.0(2) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
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 O2 2.0854(14) 3_655 ?
Mn1 O2 2.0854(14) . ?
Mn1 O1 2.132(2) . ?
Mn1 N1 2.3173(16) 3_655 ?
Mn1 N1 2.3173(16) . ?
O2 C1 1.259(2) . ?
O3 C1 1.269(2) . ?
O1 H1B 0.8701 . ?
O1 H1A 0.8700 . ?
O1 H1B 0.87(2) 3_655 ?
O1 H1A 0.87(2) 3_655 ?
N1 C9 1.343(2) . ?
N1 N2 1.362(2) . ?
N2 C11 1.344(2) . ?
N2 H2 0.8800 . ?
C1 C2 1.492(3) . ?
C9 C10 1.400(3) . ?
C9 C8 1.493(3) . ?
C2 C7 1.392(3) . ?
C2 C3 1.395(3) . ?
C10 C11 1.377(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.492(3) . ?
C7 C6 1.382(3) . ?
C7 H7 0.9500 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 H8A 0.9800 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 H12A 0.9800 . ?
C4 C5 1.382(4) . ?
C4 H4 0.9500 . ?
C6 C5 1.380(4) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
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 H1B O3 0.87 1.85 2.7063(19) 167.4 5_666 yes
O1 H1A O3 0.87 1.86 2.7063(19) 164.1 7_565 yes
N2 H2 O3 0.88 2.10 2.913(2) 153.7 7_565 yes
N2 H2 O3 0.88 2.56 3.094(2) 120.3 3_655 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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N1 N2 C11 0.7(2) . . . . ?
Mn1 N1 N2 C11 -171.93(14) . . . . ?
Mn1 O2 C1 O3 -3.1(2) . . . . ?
Mn1 O2 C1 C2 176.96(11) . . . . ?
N2 N1 C9 C10 -0.5(2) . . . . ?
Mn1 N1 C9 C10 168.88(15) . . . . ?
N2 N1 C9 C8 179.80(18) . . . . ?
Mn1 N1 C9 C8 -10.8(3) . . . . ?
O2 C1 C2 C7 18.6(2) . . . . ?
O3 C1 C2 C7 -161.32(17) . . . . ?
O2 C1 C2 C3 -162.64(17) . . . . ?
O3 C1 C2 C3 17.4(3) . . . . ?
N1 C9 C10 C11 0.1(2) . . . . ?
C8 C9 C10 C11 179.8(2) . . . . ?
N1 N2 C11 C10 -0.6(2) . . . . ?
N1 N2 C11 C12 179.4(2) . . . . ?
C9 C10 C11 N2 0.3(2) . . . . ?
C9 C10 C11 C12 -179.8(2) . . . . ?
C3 C2 C7 C6 -1.4(3) . . . . ?
C1 C2 C7 C6 177.40(19) . . . . ?
C7 C2 C3 C4 0.7(3) . . . . ?
C1 C2 C3 C4 -178.05(18) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C2 C7 C6 C5 0.9(3) . . . . ?
C7 C6 C5 C4 0.2(4) . . . . ?
C3 C4 C5 C6 -0.9(3) . . . . ?
