Novel Ruthenium Phthalocyanine-Containing Model Complex for the Active Site of [FeFe]-Hydrogenases: Synthesis, Structural Characterization, and Catalytic H2Evolution
Song, Li-Cheng; Luo, Fei-Xian; Liu, Bei-Bei; Gu, Zhen-Chao; Tan, Hao; Organometallics 35 (2016) 1399–; doi:10.1021/acs.organomet.5b01040

data_4086425
_publ_section_title
;
 Novel Ruthenium Phthalocyanine-Containing Model Complex for the Active
 Site of [FeFe]-Hydrogenases: Synthesis, Structural Characterization, and
 Catalytic H2Evolution
;
_journal_issue                   10
_journal_name_full               Organometallics
_journal_page_first              1399
_journal_paper_doi               10.1021/acs.organomet.5b01040
_journal_volume                  35
_journal_year                    2016
_chemical_formula_moiety         'C66 H80 N8 O10 Ru'
_chemical_formula_sum            'C66 H80 N8 O10 Ru'
_chemical_formula_weight         1246.45
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-12-28
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                106.291(5)
_cell_angle_beta                 105.192(5)
_cell_angle_gamma                97.839(4)
_cell_formula_units_Z            1
_cell_length_a                   8.906(4)
_cell_length_b                   12.166(5)
_cell_length_c                   15.992(7)
_cell_measurement_reflns_used    5997
_cell_measurement_temperature    113
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      1.8
_cell_volume                     1563.3(12)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)
;
_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      113
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
scan:
    Number of images: 180
               Slice: -110.0000 - 70.0000
         Image width: 1.0000
            Exp time: 15.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 44.9624
              2theta: -19.9806
scan:
    Number of images: 150
               Slice: -110.0000 - 40.0000
         Image width: 1.0000
            Exp time: 15.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 44.9624
              2theta: -19.9806
scan:
    Number of images: 75
               Slice: -110.0000 - -35.0000
         Image width: 1.0000
            Exp time: 15.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 180.0000
                 XTD: 44.9624
              2theta: -19.9806
;
_diffrn_measurement_device
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.057579
_diffrn_orient_matrix_UB_12      0.088709
_diffrn_orient_matrix_UB_13      -0.055559
_diffrn_orient_matrix_UB_21      0.078707
_diffrn_orient_matrix_UB_22      -0.035132
_diffrn_orient_matrix_UB_23      -0.017366
_diffrn_orient_matrix_UB_31      0.003852
_diffrn_orient_matrix_UB_32      -0.015168
_diffrn_orient_matrix_UB_33      -0.066855
_diffrn_radiation_monochromator  Multilayer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0663
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12379
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.019
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_min         1.790
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.315
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrystalClear
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    "'not measured'"
_exptl_crystal_description       Prism
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         2.349
_refine_diff_density_min         -1.243
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         5492
_refine_ls_number_restraints     471
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.0866
_refine_ls_R_factor_gt           0.0828
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0968P)^2^+5.1875P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2151
_refine_ls_wR_factor_ref         0.2181
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5125
_reflns_number_total             5492
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om5b01040_si_001.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 4086423--4086426.cif.
;
_cod_database_code               4086425
_shelx_estimated_absorpt_t_max   0.963
_shelx_estimated_absorpt_t_min   0.940
_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. Shared sites
{C3, C3'}
3. Restrained distances
 O2-C5 = O2-C5' = O4-C23 = O4-C23' = O3-C12 = O3-C12'
 1.45 with sigma of 0.01
 C3-C4 = C3-C5 = C3-C2 = C3'-C4' = C3'-C5' = C3'-C2'
 1.54 with sigma of 0.01
 C21-C20 = C21-C22 = C21-C23 = C21'-C20' = C21'-C22' = C21'-C23'
 1.54 with sigma of 0.01
 C13-C12 = C13-C14 = C13-C15 = C13'-C12' = C13'-C14 = C13'-C15'
 1.54 with sigma of 0.01
 C1-O1
 1.22 with sigma of 0.001
 Ru1-C1
 1.82 with sigma of 0.01
4. Rigid bond restraints
 C1, O1
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C1, O1
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C1, O1
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
5. Uiso/Uaniso restraints and constraints
C12 \\sim C13 \\sim C14 \\sim C15 \\sim C12' \\sim C13' \\sim C14' \\sim C15':
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C20 \\sim C21 \\sim C22 \\sim C23 \\sim C20' \\sim C21' \\sim C22' \\sim C23':
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C2 \\sim C3 \\sim C4 \\sim C5 \\sim C2' \\sim C3' \\sim C4' \\sim C5': within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02
O1 \\sim C1: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(C20) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23)
\\sim Ueq, Uanis(C20') \\sim Ueq, Uanis(C21') \\sim Ueq, Uanis(C22') \\sim Ueq,
Uanis(C23') \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C5) \\sim
Ueq, Uanis(C2') \\sim Ueq, Uanis(C3') \\sim Ueq, Uanis(C4') \\sim Ueq,
Uanis(C5') \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1) \\sim Ueq, Uanis(O1) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.005
Uanis(O1) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(C3) = Uanis(C3')
6. Others
 Sof(C2')=Sof(H2'A)=Sof(H2'B)=Sof(H2'C)=Sof(C3')=Sof(H3')=Sof(C4')=Sof(H4'A)=
 Sof(H4'B)=Sof(H4'C)=Sof(C5')=Sof(H5'A)=Sof(H5'B)=1-FVAR(1)
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4A)=Sof(H4B)=
 Sof(H4C)=Sof(C5)=Sof(H5A)=Sof(H5B)=FVAR(1)
 Sof(C12')=Sof(H12C)=Sof(H12D)=Sof(C13')=Sof(H13')=Sof(C14')=Sof(H14D)=
 Sof(H14E)=Sof(H14F)=Sof(C15')=Sof(H15D)=Sof(H15E)=Sof(H15F)=1-FVAR(2)
 Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14A)=Sof(H14B)=
 Sof(H14C)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=FVAR(2)
 Sof(C20')=Sof(H20D)=Sof(H20E)=Sof(H20F)=Sof(C21')=Sof(H21')=Sof(C22')=
 Sof(H22D)=Sof(H22E)=Sof(H22F)=Sof(C23')=Sof(H23C)=Sof(H23D)=1-FVAR(3)
 Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(H20C)=Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22A)=
 Sof(H22B)=Sof(H22C)=Sof(C23)=Sof(H23A)=Sof(H23B)=FVAR(3)
7.a Ternary CH refined with riding coordinates:
 C3(H3), C3'(H3'), C13(H13), C13'(H13'), C21(H21), C21'(H21'), C31(H31)
7.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C5'(H5'A,H5'B), C12(H12A,H12B), C12'(H12C,H12D), C23(H23A,H23B),
 C23'(H23C,H23D), C30(H30A,H30B)
7.c Me refined with riding coordinates:
 C2(H2A,H2B,H2C), C4(H4A,H4B,H4C), C2'(H2'A,H2'B,H2'C), C4'(H4'A,H4'B,H4'C),
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C14'(H14D,H14E,H14F), C15'(H15D,H15E,
 H15F), C20(H20A,H20B,H20C), C22(H22A,H22B,H22C), C20'(H20D,H20E,H20F),
 C22'(H22D,H22E,H22F), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
7.d Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C25(H25), C26(H26)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'