CuAAC-based assembly and characterization of a ruthenium-copper dyad containing a diimine dioxime ligand framework
Queyriaux, Nicolas; Andreiadis, Eugen; Torelli, Stephane; Pecaut, Jacques; Veldkamp, Brad S.; Margulies, Eric A.; Wasielewski, Michael R.; Chavarot-Kerlidou, Murielle; Artero, Vincent; Faraday Discuss.  (2016) –; doi:10.1039/C6FD00204H

data_1544518
_publ_section_title
;
 CuAAC-based assembly and characterization of a ruthenium-copper dyad
 containing a diimine dioxime ligand framework
;
_journal_name_full               'Faraday Discuss.'
_journal_paper_doi               10.1039/C6FD00204H
_journal_year                    2016
_chemical_formula_moiety         'C11 H17.91 Cu N7 O2, Cl O4'
_chemical_formula_sum            'C11 H17.91 Cl Cu N7 O6'
_chemical_formula_weight         443.22
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2016-03-11
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-04-25 deposited with the CCDC.
2016-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.9919(3)
_cell_length_b                   11.5174(4)
_cell_length_c                   20.7014(7)
_cell_measurement_reflns_used    3601
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      26.4510
_cell_measurement_theta_min      3.5230
_cell_volume                     1667.05(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9653
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -97.00    3.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -27.1239  -77.0000  -30.0000 100

  2 omega  -57.00   43.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -27.1239   77.0000   60.0000 100

  3 omega  -57.00   43.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -27.1239   77.0000  150.0000 100

  4 omega  -96.00   -6.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -27.1239  -57.0000 -150.0000 90

  5 omega -100.00   -1.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -27.1239  -37.0000   60.0000 99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0236065000
_diffrn_orient_matrix_UB_12      0.0160590000
_diffrn_orient_matrix_UB_13      0.0320994000
_diffrn_orient_matrix_UB_21      0.0985642000
_diffrn_orient_matrix_UB_22      0.0009910000
_diffrn_orient_matrix_UB_23      0.0080921000
_diffrn_orient_matrix_UB_31      0.0046146000
_diffrn_orient_matrix_UB_32      0.0594513000
_diffrn_orient_matrix_UB_33      -0.0088139000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            20092
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         3.075
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.518
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent intense purple'
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_description       needle
_exptl_crystal_F_000             908
_exptl_crystal_size_max          0.341
_exptl_crystal_size_mid          0.061
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.095
_refine_ls_abs_structure_details
;
 Flack x determined using 1367 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.028(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         5083
_refine_ls_number_restraints     258
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0571
_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^)+(0.0480P)^2^+1.2168P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1136
_refine_ls_wR_factor_ref         0.1208
_reflns_Friedel_coverage         0.753
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                4169
_reflns_number_total             5083
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6fd00204h2.cif
_cod_data_source_block           mc_n3cu
_cod_original_cell_volume        1667.06(11)
_cod_database_code               1544518
_chemical_oxdiff_formula         'Cu C20 H20 N2 O5'
_shelx_estimated_absorpt_t_max   0.935
_shelx_estimated_absorpt_t_min   0.626
_reflns_odcompleteness_completeness 99.65
_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 C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
N5A \\sim N6A \\sim N7A \\sim N7 \\sim N6 \\sim N5: within 1.7A with sigma of
0.01 and sigma for terminal atoms of 0.02
Cl1 \\sim O14 \\sim O11 \\sim O13 \\sim O12 \\sim Cl2 \\sim O24 \\sim O21 \\sim
O23 \\sim O22: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02
Uanis(Cl1) \\sim Ueq, Uanis(O14) \\sim Ueq, Uanis(O11) \\sim Ueq, Uanis(O13)
\\sim Ueq, Uanis(O12) \\sim Ueq, Uanis(Cl2) \\sim Ueq, Uanis(O24) \\sim Ueq,
Uanis(O21) \\sim Ueq, Uanis(O23) \\sim Ueq, Uanis(O22) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(N7A)=Sof(N6A)=Sof(N5A)=1-FVAR(1)
 Sof(N5)=Sof(N6)=Sof(N7)=Sof(H4)=FVAR(1)
 Sof(Cl2)=Sof(O21)=Sof(O22)=Sof(O23)=Sof(O24)=1-FVAR(2)
 Sof(Cl1)=Sof(O11)=Sof(O12)=Sof(O13)=Sof(O14)=FVAR(2)
4.a :
 Cl1(O11,O12,O13,O14), Cl2(O21,O22,O23,O24)
4.b Ternary CH refined with riding coordinates:
 C4(H4)
4.c Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B)
4.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'