Di- vs. tetra-substituted quinonediimines: a drastic effect on coordination chemistry
Lavaud, Lucien; Chen, Zhongrui; Elhabiri, Mourad; Jacquemin, Denis; Canard, Gabriel; Siri, Olivier; Dalton Trans.  (2017) –; doi:10.1039/C7DT01884C

data_7043808
_publ_section_title
;
 Di- vs. tetra-substituted quinonediimines: a drastic effect on
 coordination chemistry
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT01884C
_journal_year                    2017
_chemical_formula_moiety         'C24 H28 N4 O6'
_chemical_formula_sum            'C24 H28 N4 O6'
_chemical_formula_weight         468.50
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2016-05-11
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.16 svn.r3265 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2017-01-05 deposited with the CCDC.
2017-07-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.9330(3)
_cell_length_b                   12.54583(16)
_cell_length_c                   22.6300(3)
_cell_measurement_reflns_used    19491
_cell_measurement_temperature    293
_cell_measurement_theta_max      68.9840
_cell_measurement_theta_min      4.7590
_cell_volume                     4807.48(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -96.00  38.00   1.00    1.00    --    0.00 -77.00  30.00  134
  2  \w   -125.00 -78.00   1.00    5.00    --  -37.23-125.00  90.00   47
  3  \w   -113.00   4.00   1.00    5.00    --  -37.23 -77.00 -90.00  117
  4  \w    -76.00  35.00   1.00    5.00    --  -37.23  57.00  30.00  111
  5  \w     34.00  98.00   1.00    5.00    --   37.23-125.00  90.00   64
  6  \w     40.00  79.00   1.00    5.00    --   37.23-125.00 -90.00   39
  7  \w    -38.00 -13.00   1.00    5.00    --   38.00 144.00  -5.95   25
  8  \w     -9.00  17.00   1.00    5.00    --   42.00 103.00 157.98   26
  9  \w     -2.00  23.00   1.00    5.00    --   46.00  96.00 -21.58   25
 10  \w      5.00  32.00   1.00    5.00    --   50.00  90.00 101.43   27
 11  \w     16.00  41.00   1.00    5.00    --   58.00  80.00 -72.25   25
 12  \w     20.00  45.00   1.00    5.00    --   62.00  81.00-176.24   25
 13  \w     20.00  45.00   1.00    5.00    --   62.00  80.00  36.75   25
 14  \w     20.00  45.00   1.00    5.00    --   62.00  81.00   0.24   25
 15  \w     20.00  45.00   1.00    5.00    --   62.00  80.00 -26.80   25
 16  \w     20.00  45.00   1.00    5.00    --   62.00  80.00-134.36   25
 17  \w     20.00  45.00   1.00    5.00    --   62.00  81.00 162.45   25
 18  \w     20.00  45.00   1.00    5.00    --   62.00  80.00 125.97   25
 19  \w     25.00  52.00   1.00    5.00    --   66.00  77.00  71.95   27
 20  \w     27.00 149.00   1.00    5.00    --   66.00  63.00   0.50  122
 21  \w     85.00 162.00   1.00    5.00    --   66.00  77.00-119.34   77
 22  \w     25.00  60.00   1.00    5.00    --   66.00  77.00-119.34   35
 23  \w     74.00 101.00   1.00    5.00    --   66.00  77.00  71.95   27
 24  \w    128.00 155.00   1.00    5.00    --   70.00  73.00 114.46   27
 25  \w     97.00 164.00   1.00    5.00    --   70.00  73.00  33.28   67
 26  \w     29.00  61.00   1.00    5.00    --   70.00  73.00  33.28   32
 27  \w     71.00 122.00   1.00    5.00    --   70.00  73.00 114.46   51
 28  \w     30.00  66.00   1.00    5.00    --   70.00  73.00 114.46   36
 29  \w    129.00 156.00   1.00    5.00    --   70.00  67.00 163.43   27
 30  \w     29.00 107.00   1.00    5.00    --   70.00  67.00 163.43   78
 31  \w     35.00  79.00   1.00   30.00    --   74.00  60.00  90.23   44
 32  \w     37.00 167.00   1.00   30.00    --   78.00  74.00 -73.47  130
 33  \w     41.00  78.00   1.00   30.00    --   82.00  62.00 -81.75   37
 34  \w    151.00 177.00   1.00   30.00    --   86.00  66.00 154.52   26
 35  \w     45.00  83.00   1.00   30.00    --   86.00  66.00 154.52   38
 36  \w    123.00 172.00   1.00   30.00    --  105.39 111.00-120.00   49
 37  \w     64.00 178.00   1.00   30.00    --  105.39  77.00 -60.00  114
 38  \w     64.00 156.00   1.00   30.00    --  105.39  77.00  30.00   92
 39  \w     64.00 178.00   1.00   30.00    --  105.39  77.00 120.00  114
 40  \w    119.00 178.00   1.00   30.00    --  105.39 111.00  90.00   59
 41  \w     30.00 114.00   1.00   30.00    --  105.39-111.00  90.00   84
 42  \w     67.00  92.00   1.00   30.00    --  105.39  63.00 -30.00   25
 43  \w     35.00 115.00   1.00   30.00    --  105.39-111.00-120.00   80
 44  \w     46.00  96.00   1.00   30.00    --  105.39-111.00-180.00   50
 45  \w     64.00 148.00   1.00   30.00    --  105.39  77.00-120.00   84
 46  \w     64.00 177.00   1.00   30.00    --  105.39  77.00  60.00  113
 47  \w     64.00 146.00   1.00   30.00    --  105.39  77.00  90.00   82
 48  \w     65.00 167.00   1.00   30.00    --  105.39  77.00 -90.00  102
 49  \w     65.00 150.00   1.00   30.00    --  105.39  77.00-180.00   85
 50  \w     64.00 155.00   1.00   30.00    --  105.39  77.00 -30.00   91
 51  \w     64.00 177.00   1.00   30.00    --  105.39  77.00   0.00  113
 52  \w     65.00  90.00   1.00   30.00    --  105.39  77.00 150.00   25
 53  \w    103.00 151.00   1.00   30.00    --  105.39  77.00 150.00   48
 54  \w    133.00 178.00   1.00   30.00    --  105.39 111.00  30.00   45
 55  \w     83.00 150.00   1.00   30.00    --  105.39 178.00 120.00   67
 56  \w     64.00 178.00   1.00   30.00    --  105.39  77.00-150.00  114
 57  \w     64.00  97.00   1.00   30.00    --  105.39  63.00-180.00   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0098702000
_diffrn_orient_matrix_UB_12      0.0370981000
_diffrn_orient_matrix_UB_13      0.0644836000
_diffrn_orient_matrix_UB_21      0.0679938000
_diffrn_orient_matrix_UB_22      -0.0740592000
_diffrn_orient_matrix_UB_23      0.0189381000
_diffrn_orient_matrix_UB_31      0.0596379000
_diffrn_orient_matrix_UB_32      0.0906145000
_diffrn_orient_matrix_UB_33      -0.0109443000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0120
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            70108
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.266
_diffrn_reflns_theta_min         3.907
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85390
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_description       needle
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         4493
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0376
_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/[\s^2^(Fo^2^)+(0.0566P)^2^+0.9612P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1032
_refine_ls_wR_factor_ref         0.1087
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3838
_reflns_number_total             4493
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt01884c2.cif
_cod_data_source_block           lhl53
_cod_original_cell_volume        4807.49(12)
_cod_database_code               7043808
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'c24 h28 n4 o6'
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N3(H3A,H3B), N4(H4)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C4(H4A), C8(H8), C12(H12), C17(H17), C21(H21)
2.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.270
_oxdiff_exptl_absorpt_empirical_full_min 0.826