#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/26/7052660.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_7052660
loop_
_publ_author_name
'Maxim, Catalin'
'Ferlay, Sylvie'
'Train, Cyrille'
_publ_section_title
;
 Binuclear heterometallic M(iii)--Mn(ii) (M = Fe, Cr) oxalate-bridged
 complexes associated with a bisamidinium dication: a structural and
 magnetic study
;
_journal_issue                   6
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1254
_journal_paper_doi               10.1039/c0nj00976h
_journal_volume                  35
_journal_year                    2011
_chemical_formula_sum            'C15 H28 Cr Mn N2 O19'
_chemical_formula_weight         647.33
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.087(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0030(2)
_cell_length_b                   19.3913(5)
_cell_length_c                   14.5081(4)
_cell_measurement_reflns_used    7956
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.52
_cell_volume                     2518.54(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0845
_diffrn_reflns_av_sigmaI/netI    0.0905
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15487
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    1.024
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1332
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.262
_refine_diff_density_min         -0.826
_refine_diff_density_rms         0.169
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         4875
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      1.187
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0862
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1533P)²+0.7392P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2217
_refine_ls_wR_factor_ref         0.2316
_reflns_number_gt                4126
_reflns_number_total             4875
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0nj00976h.txt
_cod_data_source_block           e1933a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7052660
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4936(5) 0.0798(2) 0.3325(3) 0.0393(9) Uani 1 1 d . . .
C2 C 0.4988(6) 0.1847(3) 0.4267(3) 0.0555(12) Uani 1 1 d . . .
H2A H 0.4982 0.2335 0.4152 0.083 Uiso 1 1 calc R . .
H2B H 0.5880 0.1726 0.4656 0.083 Uiso 1 1 calc R . .
H2C H 0.4129 0.1725 0.4572 0.083 Uiso 1 1 calc R . .
C3 C 0.4872(6) -0.0280(3) 0.2446(3) 0.0544(13) Uani 1 1 d . . .
H3A H 0.4894 -0.0407 0.1808 0.082 Uiso 1 1 calc R . .
H3B H 0.3968 -0.0448 0.2663 0.082 Uiso 1 1 calc R . .
H3C H 0.5717 -0.0478 0.2811 0.082 Uiso 1 1 calc R . .
C4 C 0.3667(5) 0.0314(2) 0.4640(3) 0.0425(10) Uani 1 1 d . . .
H4 H 0.2784 0.0525 0.4397 0.051 Uiso 1 1 calc R . .
C5 C 0.4968(5) 0.0380(2) 0.4192(3) 0.0402(9) Uani 1 1 d . . .
C6 C 0.6284(5) 0.0070(2) 0.4553(3) 0.0424(10) Uani 1 1 d . . .
H6 H 0.7140 0.0119 0.4252 0.051 Uiso 1 1 calc R . .
C7 C 0.4888(6) 0.1911(3) 0.2557(4) 0.0566(13) Uani 1 1 d . . .
H20A H 0.5888 0.2063 0.2465 0.068 Uiso 1 1 calc R . .
H20B H 0.4288 0.2317 0.2645 0.068 Uiso 1 1 calc R . .
C8 C 0.4948(5) 0.0841(3) 0.1653(3) 0.0475(11) Uani 1 1 d . . .
H8A H 0.4422 0.0579 0.1151 0.057 Uiso 1 1 calc R . .
H8B H 0.5972 0.0902 0.1518 0.057 Uiso 1 1 calc R . .
C9 C 0.4227(6) 0.1525(3) 0.1717(3) 0.0576(13) Uani 1 1 d . . .
H21A H 0.3164 0.1464 0.1748 0.069 Uiso 1 1 calc R . .
H21B H 0.4357 0.1792 0.1166 0.069 Uiso 1 1 calc R . .
C10 C 0.9211(4) 0.9204(2) 0.7297(3) 0.0347(9) Uani 1 1 d . . .
C11 C 1.0842(4) 0.9171(2) 0.7768(3) 0.0360(9) Uani 1 1 d . . .
C12 C 0.9995(5) 1.0986(2) 0.5847(3) 0.0390(9) Uani 1 1 d . . .
C13 C 0.8778(4) 1.1411(2) 0.6286(3) 0.0382(9) Uani 1 1 d . . .
C14 C 1.0218(5) 1.1028(2) 0.9471(3) 0.0418(10) Uani 1 1 d . . .
C15 C 1.1551(5) 1.1352(2) 0.9046(3) 0.0394(9) Uani 1 1 d . . .
N1 N 0.4928(4) 0.0460(2) 0.2530(2) 0.0431(9) Uani 1 1 d . . .
N2 N 0.4949(4) 0.1474(2) 0.3383(2) 0.0425(8) Uani 1 1 d . . .
Cr Cr 1.00664(6) 1.05408(4) 0.76565(4) 0.0337(3) Uani 1 1 d . . .
Mn Mn 0.99591(6) 0.77241(4) 0.73671(4) 0.0357(3) Uani 1 1 d . . .
O1 O 0.8630(3) 0.98000(16) 0.7262(2) 0.0375(7) Uani 1 1 d . . .
O2 O 1.1403(3) 0.97482(16) 0.8022(2) 0.0379(7) Uani 1 1 d . . .
O3 O 1.1445(3) 0.86015(16) 0.7873(2) 0.0412(7) Uani 1 1 d . . .
O4 O 0.8606(3) 0.86633(16) 0.70084(19) 0.0378(7) Uani 1 1 d . . .
O5 O 0.8268(4) 0.70013(18) 0.6832(2) 0.0443(8) Uani 1 1 d D . .
O6 O 1.1611(4) 0.69847(19) 0.7854(2) 0.0490(8) Uani 1 1 d D . .
O7 O 0.9166(4) 0.76966(17) 0.8711(2) 0.0406(7) Uani 1 1 d D . .
O8 O 1.0760(4) 0.77958(19) 0.6014(2) 0.0513(9) Uani 1 1 d D . .
O10 O 0.9410(3) 1.06183(16) 0.8915(2) 0.0391(7) Uani 1 1 d . . .
O11 O 1.1599(3) 1.12054(16) 0.8183(2) 0.0397(7) Uani 1 1 d . . .
O12 O 0.8686(3) 1.12696(16) 0.7149(2) 0.0391(7) Uani 1 1 d . . .
O13 O 1.0743(3) 1.05784(16) 0.6418(2) 0.0391(7) Uani 1 1 d . . .
O14 O 0.9975(4) 1.1159(2) 1.0262(2) 0.0588(10) Uani 1 1 d . . .
O15 O 1.2450(4) 1.17190(18) 0.9512(2) 0.0497(8) Uani 1 1 d . . .
O16 O 1.0189(4) 1.10727(19) 0.5037(2) 0.0500(8) Uani 1 1 d . . .
O17 O 0.8036(4) 1.18346(19) 0.5823(2) 0.0526(9) Uani 1 1 d . . .
O1W O 0.7246(4) 0.01026(19) 0.0079(2) 0.0500(8) Uani 1 1 d D . .
O2W O 0.9264(5) 0.6319(2) 0.5400(3) 0.0623(10) Uani 1 1 d D . .
O3W O 0.3014(5) 0.7423(3) 0.9462(3) 0.0777(13) Uani 1 1 d D . .
H1W H 0.933(6) 0.8101(18) 0.909(3) 0.060(16) Uiso 1 1 d D . .
H2W H 0.861(7) 0.741(2) 0.891(4) 0.08(2) Uiso 1 1 d D . .
H3W H 1.080(7) 0.8191(19) 0.561(3) 0.070(18) Uiso 1 1 d D . .
H4W H 1.127(5) 0.7469(18) 0.585(3) 0.040(13) Uiso 1 1 d D . .
H5W H 0.770(6) 0.678(3) 0.714(3) 0.07(2) Uiso 1 1 d D . .
H6W H 0.862(7) 0.668(3) 0.638(4) 0.10(2) Uiso 1 1 d D . .
H7W H 1.196(8) 0.707(4) 0.838(2) 0.10(2) Uiso 1 1 d D . .
H8W H 1.212(6) 0.672(3) 0.743(3) 0.069(18) Uiso 1 1 d D . .
H9W H 1.034(3) 0.635(5) 0.550(7) 0.16(4) Uiso 1 1 d D . .
H10W H 0.893(7) 0.5930(18) 0.528(5) 0.08(2) Uiso 1 1 d D . .
H11W H 0.317(8) 0.7807(16) 0.967(5) 0.08(2) Uiso 1 1 d D . .
H12W H 0.334(12) 0.699(2) 0.969(6) 0.16(4) Uiso 1 1 d D . .
H13W H 0.751(5) 0.023(2) 0.0620(17) 0.032(11) Uiso 1 1 d D . .
H14W H 0.803(5) 0.019(3) -0.031(3) 0.079(19) Uiso 1 1 d 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'
Cr Cr 0.3209 0.6236 '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'
O O 0.0106 0.0060 '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
N2 C1 N1 123.2(4) . . ?
N2 C1 C5 119.3(4) . . ?
N1 C1 C5 117.5(4) . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C6 C4 C5 119.2(4) 3_656 . ?
C6 C4 H4 120.4 3_656 . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 120.6(4) . . ?
C6 C5 C1 119.6(4) . . ?
C4 C5 C1 119.8(4) . . ?
C5 C6 C4 120.2(4) . 3_656 ?
C5 C6 H6 119.9 . . ?
C4 C6 H6 119.9 3_656 . ?
N2 C7 C9 110.7(5) . . ?
N2 C7 H20A 109.5 . . ?
C9 C7 H20A 109.5 . . ?
N2 C7 H20B 109.5 . . ?
C9 C7 H20B 109.5 . . ?
H20A C7 H20B 108.1 . . ?
N1 C8 C9 110.5(4) . . ?
N1 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C8 C9 C7 111.0(4) . . ?
C8 C9 H21A 109.4 . . ?
C7 C9 H21A 109.4 . . ?
C8 C9 H21B 109.4 . . ?
C7 C9 H21B 109.4 . . ?
H21A C9 H21B 108.0 . . ?
O4 C10 O1 126.6(4) . . ?
O4 C10 C11 118.5(3) . . ?
O1 C10 C11 114.9(3) . . ?
O3 C11 O2 126.8(4) . . ?
O3 C11 C10 118.3(3) . . ?
O2 C11 C10 114.9(3) . . ?
O16 C12 O13 126.1(4) . . ?
O16 C12 C13 120.0(4) . . ?
O13 C12 C13 113.9(3) . . ?
O17 C13 O12 126.2(4) . . ?
O17 C13 C12 120.0(4) . . ?
O12 C13 C12 113.8(3) . . ?
O14 C14 O10 124.6(4) . . ?
O14 C14 C15 121.2(4) . . ?
O10 C14 C15 114.2(4) . . ?
O15 C15 O11 125.2(4) . . ?
O15 C15 C14 120.9(4) . . ?
O11 C15 C14 113.9(4) . . ?
C1 N1 C3 124.2(4) . . ?
C1 N1 C8 120.2(4) . . ?
C3 N1 C8 115.5(4) . . ?
C1 N2 C7 121.8(4) . . ?
C1 N2 C2 123.1(4) . . ?
C7 N2 C2 115.1(4) . . ?
O13 Cr O12 82.90(12) . . ?
O13 Cr O1 91.11(13) . . ?
O12 Cr O1 92.63(13) . . ?
O13 Cr O11 93.32(13) . . ?
O12 Cr O11 93.63(14) . . ?
O1 Cr O11 172.74(12) . . ?
O13 Cr O10 173.48(14) . . ?
O12 Cr O10 92.96(13) . . ?
O1 Cr O10 94.12(13) . . ?
O11 Cr O10 81.89(13) . . ?
O13 Cr O2 92.01(12) . . ?
O12 Cr O2 173.09(12) . . ?
O1 Cr O2 82.77(13) . . ?
O11 Cr O2 91.32(12) . . ?
O10 Cr O2 92.52(13) . . ?
O6 Mn O7 88.27(13) . . ?
O6 Mn O5 97.09(15) . . ?
O7 Mn O5 91.20(12) . . ?
O6 Mn O8 93.19(14) . . ?
O7 Mn O8 177.74(14) . . ?
O5 Mn O8 90.33(14) . . ?
O6 Mn O4 167.12(13) . . ?
O7 Mn O4 90.37(12) . . ?
O5 Mn O4 95.75(12) . . ?
O8 Mn O4 87.82(12) . . ?
O6 Mn O3 91.77(13) . . ?
O7 Mn O3 88.03(12) . . ?
O5 Mn O3 171.08(13) . . ?
O8 Mn O3 90.20(14) . . ?
O4 Mn O3 75.38(11) . . ?
C10 O1 Cr 113.4(2) . . ?
C11 O2 Cr 113.2(2) . . ?
C11 O3 Mn 113.6(3) . . ?
C10 O4 Mn 113.9(2) . . ?
Mn O5 H5W 127(4) . . ?
Mn O5 H6W 113(4) . . ?
H5W O5 H6W 107(4) . . ?
Mn O6 H7W 112(5) . . ?
Mn O6 H8W 121(3) . . ?
H7W O6 H8W 123(5) . . ?
Mn O7 H1W 117(3) . . ?
Mn O7 H2W 128(4) . . ?
H1W O7 H2W 115(5) . . ?
Mn O8 H3W 129(3) . . ?
Mn O8 H4W 118(3) . . ?
H3W O8 H4W 112(4) . . ?
C14 O10 Cr 114.6(3) . . ?
C15 O11 Cr 115.1(3) . . ?
C13 O12 Cr 114.2(3) . . ?
C12 O13 Cr 115.0(3) . . ?
H13W O1W H14W 110(4) . . ?
H9W O2W H10W 116(5) . . ?
H11W O3W H12W 131(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 N2 1.313(6) . ?
C1 N1 1.327(6) . ?
C1 C5 1.494(6) . ?
C2 N2 1.471(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 N1 1.439(8) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C6 1.385(6) 3_656 ?
C4 C5 1.403(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(6) . ?
C6 C4 1.385(6) 3_656 ?
C6 H6 0.9300 . ?
C7 N2 1.465(6) . ?
C7 C9 1.498(8) . ?
C7 H20A 0.9700 . ?
C7 H20B 0.9700 . ?
C8 N1 1.473(6) . ?
C8 C9 1.484(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H21A 0.9700 . ?
C9 H21B 0.9700 . ?
C10 O4 1.233(5) . ?
C10 O1 1.268(5) . ?
C10 C11 1.553(6) . ?
C11 O3 1.233(5) . ?
C11 O2 1.267(5) . ?
C12 O16 1.218(5) . ?
C12 O13 1.283(5) . ?
C12 C13 1.560(6) . ?
C13 O17 1.215(5) . ?
C13 O12 1.293(5) . ?
C14 O14 1.218(6) . ?
C14 O10 1.299(5) . ?
C14 C15 1.540(6) . ?
C15 O15 1.226(5) . ?
C15 O11 1.289(5) . ?
Cr O13 1.958(3) . ?
Cr O12 1.972(3) . ?
Cr O1 1.976(3) . ?
Cr O11 1.981(3) . ?
Cr O10 1.983(3) . ?
Cr O2 1.989(3) . ?
Mn O6 2.131(3) . ?
Mn O7 2.147(3) . ?
Mn O5 2.153(3) . ?
Mn O8 2.167(3) . ?
Mn O4 2.222(3) . ?
Mn O3 2.239(3) . ?
O5 H5W 0.83(2) . ?
O5 H6W 0.98(2) . ?
O6 H7W 0.81(2) . ?
O6 H8W 0.95(2) . ?
O7 H1W 0.96(2) . ?
O7 H2W 0.82(2) . ?
O8 H3W 0.96(2) . ?
O8 H4W 0.84(2) . ?
O1W H13W 0.83(2) . ?
O1W H14W 0.97(2) . ?
O2W H9W 0.97(2) . ?
O2W H10W 0.82(2) . ?
O3W H11W 0.81(2) . ?
O3W H12W 0.95(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168349085
