Mononuclear manganese(iii) complexes with reduced imino nitroxide radicals by single-electron transfer and intermolecular hydrogen bonds as an intramolecular structural driving force.
Lecourt, Constance; Madanamoothoo, Warren; Ferreol, Vivian; Bélanger-Desmarais, Nicolas; Khrouz, Lhoussain; Tommasino, Jean-Bernard; Reber, Christian; Desroches, Cédric; Luneau, Dominique; Dalton transactions (Cambridge, England : 2003) 48 (2019) 13378–13387; doi:10.1039/c9dt02158b

data_7700722
_publ_section_title
;
 Mononuclear manganese(iii) complexes with reduced imino nitroxide
 radicals by single-electron transfer and intermolecular hydrogen bonds as
 an intramolecular structural driving force.
;
_journal_issue                   35
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13378
_journal_page_last               13387
_journal_paper_doi               10.1039/c9dt02158b
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C22 H36 Cl1 Mn1 N8 O8'
_chemical_formula_sum            'C22 H40 Cl Mn N8 O9'
_chemical_formula_weight         651.01
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-07-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-10 deposited with the CCDC.    2019-07-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.784(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2158(3)
_cell_length_b                   15.3124(10)
_cell_length_c                   27.3569(15)
_cell_measurement_reflns_used    4070
_cell_measurement_temperature    293
_cell_measurement_theta_max      3.263
_cell_measurement_theta_min      27.814
_cell_volume                     3012.2(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2014 (Burla et al., 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2634
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -18.00   28.00   1.0000  125.0000
omega____ theta____ kappa____ phi______ frames
    -       -9.9046  -99.0000  -30.0000 46

  2 omega  -77.00  -24.00   1.0000  125.0000
omega____ theta____ kappa____ phi______ frames
    -       -9.9046  -38.0000 -150.0000 53

  3 omega  -41.00   63.00   1.0000  125.0000
omega____ theta____ kappa____ phi______ frames
    -       -9.9046   77.0000   90.0000 104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0639681000
_diffrn_orient_matrix_UB_12      -0.0349263000
_diffrn_orient_matrix_UB_13      0.0040774000
_diffrn_orient_matrix_UB_21      0.0719382000
_diffrn_orient_matrix_UB_22      0.0268443000
_diffrn_orient_matrix_UB_23      -0.0078725000
_diffrn_orient_matrix_UB_31      0.0212023000
_diffrn_orient_matrix_UB_32      0.0143683000
_diffrn_orient_matrix_UB_33      0.0244724000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_unetI/netI     0.0728
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            17167
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         2.869
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.588
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dull dark brown'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     495
_refine_ls_number_reflns         5897
_refine_ls_number_restraints     185
_refine_ls_restrained_S_all      0.961
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0622
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0740P)^2^+4.2400P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1411
_refine_ls_wR_factor_ref         0.1677
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3874
_reflns_number_total             5897
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt02158b2.cif
_cod_data_source_block           vf17b_2
_cod_depositor_comments
'Adding full bibliography for 7700721--7700722.cif.'
_cod_original_sg_symbol_H-M      'P 1 21/c 1'
_cod_database_code               7700722
_shelx_shelxl_version_number     2018/3
_cell_oxdiff_angle_alpha         89.898(5)
_cell_oxdiff_angle_beta          94.770(4)
_cell_oxdiff_angle_gamma         90.029(4)
_cell_oxdiff_length_a            7.2207(3)
_cell_oxdiff_length_b            15.3082(10)
_cell_oxdiff_length_c            27.3453(15)
_cell_oxdiff_measurement_reflns_used 4070
_cell_oxdiff_volume              3012.2(3)
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.944
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O2MA-H2MA
 0.85 with sigma of 0.01
 O2MB-H2MB
 0.85 with sigma of 0.01
 C2MA-H2MA
 1.873048 with sigma of 0.02
 Mn-H2MA
 2.80199 with sigma of 0.02
 C2MB-H2MB
 1.874778 with sigma of 0.02
 Mn-H2MB
 2.81746 with sigma of 0.02
 Cl1-O1CL \\sim Cl1A-O1CM
 with sigma of 0.02
 Cl1-O2CL \\sim Cl1A-O2CM
 with sigma of 0.02
 Cl1-O4CL \\sim Cl1A-O4CM
 with sigma of 0.02
 Cl1-O3CL \\sim Cl1A-O3CM
 with sigma of 0.02
 O1CL-O2CL \\sim O1CM-O2CM
 with sigma of 0.04
 O1CL-O4CL \\sim O1CM-O4CM
 with sigma of 0.04
 O1CL-O3CL \\sim O1CM-O3CM
 with sigma of 0.04
 O2CL-O4CL \\sim O2CM-O4CM
 with sigma of 0.04
 O2CL-O3CL \\sim O2CM-O3CM
 with sigma of 0.04
 O4CL-O3CL \\sim O4CM-O3CM
 with sigma of 0.04
 N1B-C1B \\sim N1B-C1C
 with sigma of 0.02
 N2B-C2B \\sim N2C-C2C
 with sigma of 0.02
 N2B-C7B \\sim N2C-C7B
 with sigma of 0.02
 C1B-C2B \\sim C1C-C2C
 with sigma of 0.02
 C1B-C3B \\sim C1C-C3C
 with sigma of 0.02
 C1B-C4B \\sim C1C-C4C
 with sigma of 0.02
 C2B-C5B \\sim C2C-C5C
 with sigma of 0.02
 C2B-C6B \\sim C2C-C6C
 with sigma of 0.02
 N1B-C2B \\sim N1B-C2C
 with sigma of 0.04
 N1B-C3B \\sim N1B-C3C
 with sigma of 0.04
 N1B-C4B \\sim N1B-C4C
 with sigma of 0.04
 N2B-C1B \\sim N2C-C1C
 with sigma of 0.04
 N2B-C5B \\sim N2C-C5C
 with sigma of 0.04
 N2B-C6B \\sim N2C-C6C
 with sigma of 0.04
 C1B-C5B \\sim C1C-C5C
 with sigma of 0.04
 C1B-C6B \\sim C1C-C6C
 with sigma of 0.04
 C2B-C3B \\sim C2C-C3C
 with sigma of 0.04
 C2B-C4B \\sim C2C-C4C
 with sigma of 0.04
 C2B-C7B \\sim C2C-C7B
 with sigma of 0.04
 C3B-C4B \\sim C3C-C4C
 with sigma of 0.04
 C5B-C6B \\sim C5C-C6C
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Cl1A \\sim Cl1: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
4. Rigid body (RIGU) restrains
 Cl1A, O3CM, O4CM, O2CM, O1CM
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N2C, C6C, C5C, C2C, C1C, C3C, C4C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N2B, C2B, C6B, C5B, C1B, C3B, C4B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 Cl1, O4CL, O2CL, O1CL, O3CL
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Fixed Sof: N2B(0.5) H2B(0.5) C1B(0.5) C2B(0.5) C3B(0.5) H3BA(0.5) H3BB(0.5)
 H3BC(0.5) C4B(0.5) H4BA(0.5) H4BB(0.5) H4BC(0.5) C5B(0.5) H5BA(0.5) H5BB(0.5)
 H5BC(0.5) C6B(0.5) H6BA(0.5) H6BB(0.5) H6BC(0.5) Cl1(0.5) O1CL(0.5) O2CL(0.5)
 O4CL(0.5) O3CL(0.5) Cl1A(0.5) O4CM(0.5) O2CM(0.5) O3CM(0.5) O1CM(0.5) N2C(0.5)
 C2C(0.5) C1C(0.5) C5C(0.5) H5CA(0.5) H5CB(0.5) H5CC(0.5) C6C(0.5) H6CA(0.5)
 H6CB(0.5) H6CC(0.5) C4C(0.5) H4CA(0.5) H4CB(0.5) H4CC(0.5) C3C(0.5) H3CA(0.5)
 H3CB(0.5) H3CC(0.5) H2C(0.5)
6.a Free rotating group:
 O1W(H1WA,H1WB)
6.b Me refined with riding coordinates:
 C2MA(H2MC,H2MD,H2ME), C2MB(H2MF,H2MG,H2MH), C3A(H3AA,H3AB,H3AC), C3B(H3BA,
 H3BB,H3BC), C4A(H4AA,H4AB,H4AC), C4B(H4BA,H4BB,H4BC), C5A(H5AA,H5AB,H5AC),
 C5B(H5BA,H5BB,H5BC), C6A(H6AA,H6AB,H6AC), C6B(H6BA,H6BB,H6BC)
6.c Aromatic/amide H refined with riding coordinates:
 N2A(H2A), N2B(H2B), C9A(H9A), C9B(H9B), C10A(H10A), C10B(H10B)
6.d Idealised Me refined as rotating group:
 C5C(H5CA,H5CB,H5CC), C6C(H6CA,H6CB,H6CC), C4C(H4CA,H4CB,H4CC), C3C(H3CA,H3CB,
 H3CC)
;
_olex2_submission_special_instructions 'No special instructions were received'