Azadipyrromethene cyclometalation in neutral Ru(II) complexes: photosensitizers with extended near-infrared absorption for solar energy conversion applications.
Bessette, André; Cibian, Mihaela; Ferreira, Janaina G.; DiMarco, Brian N.; Bélanger, Francis; Désilets, Denis; Meyer, Gerald J.; Hanan, Garry S.; Dalton transactions (Cambridge, England : 2003) 45 (2016) 10563–10576; doi:10.1039/c6dt00961a

data_7039477
_publ_section_title
;
 Azadipyrromethene cyclometalation in neutral Ru(II) complexes:
 photosensitizers with extended near-infrared absorption for solar energy
 conversion applications.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10563
_journal_page_last               10576
_journal_paper_doi               10.1039/c6dt00961a
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C49 H37 N5 O5 Ru'
_chemical_formula_sum            'C49 H37 N5 O5 Ru'
_chemical_formula_weight         876.90
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-01-26
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.19 svn.r3143 for OlexSys, GUI svn.r4992)
;
_audit_update_record
;
2015-08-18 deposited with the CCDC.
2016-05-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.679(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.6633(7)
_cell_length_b                   24.0100(10)
_cell_length_c                   21.6141(10)
_cell_measurement_reflns_used    9864
_cell_measurement_temperature    100
_cell_measurement_theta_max      54.10
_cell_measurement_theta_min      2.44
_cell_volume                     7863.2(6)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX 2 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics
'Olex2 (Dolomanov et al., 2009), ORTEP-3 (Farrugia, 2012)'
_computing_publication_material
'Olex2 (Dolomanov et al., 2009), publCIF (Westrip, 2010)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.24
_diffrn_detector_type            'Bruker Photon 100 CMOS Detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.1024
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            83129
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.295
_diffrn_reflns_theta_min         2.438
_diffrn_source                   'Metal Jet'
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.453
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.6019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1701 before and 0.0847 after correction.
The Ratio of minimum to maximum transmission is 0.8019.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3600
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.334
_refine_diff_density_min         -1.021
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1138
_refine_ls_number_reflns         14471
_refine_ls_number_restraints     6885
_refine_ls_restrained_S_all      0.875
_refine_ls_R_factor_all          0.1045
_refine_ls_R_factor_gt           0.0745
_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^)+(0.0920P)^2^+22.9560P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1959
_refine_ls_wR_factor_ref         0.2150
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10422
_reflns_number_total             14471
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6dt00961a2.cif
_cod_data_source_block           mha131_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_diffrn_radiation_probe' value 'X-ray' changed to 'x-ray' according
to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/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 7039476--7039478.cif.
;
_cod_database_code               7039477
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.757
_shelx_estimated_absorpt_t_min   0.640
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C67-C70A \\sim C67-C70B
 with sigma of 0.02
 C73A-O8A \\sim C73B-O8B
 with sigma of 0.02
 O8A-C84A \\sim O8B-C84B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 4.5A with sigma of 0.04 and sigma
for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 C70A, C75A, C74A, C73A, C72A, C71A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C76, C81, C80, C79, C78, C77
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C73A(0.5) C74A(0.5) H74A(0.5) C75A(0.5) H75A(0.5) C70A(0.5)
 C71A(0.5) H71A(0.5) C72A(0.5) H72A(0.5) O8A(0.5) C84A(0.5) H84A(0.5) H84B(0.5)
 H84C(0.5) C73B(0.5) C74B(0.5) H74B(0.5) C75B(0.5) H75B(0.5) C70B(0.5)
 C71B(0.5) H71B(0.5) C72B(0.5) H72B(0.5) O8B(0.5) C84B(0.5) H84D(0.5) H84E(0.5)
 H84F(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C46(H46), C58(H58), C37(H37), C56(H56), C87(H87), C39(H39), C9(H9), C23(H23),
 C38(H38), C6(H6), C65(H65), C28(H28), C19(H19), C31(H31), C64(H64), C42(H42),
 C52(H52), C90(H90), C26(H26), C10(H10), C3(H3), C32(H32), C7(H7), C81(H81),
 C16(H16), C59(H59), C62(H62), C55(H55), C86(H86), C95(H95), C44(H44), C22(H22),
  C91(H91), C13(H13), C80(H80), C88(H88), C25(H25), C29(H29), C45(H45),
 C41(H41), C94(H94), C15(H15), C77(H77), C74A(H74A), C75A(H75A), C71A(H71A),
 C72A(H72A), C68(H68), C78(H78), C93(H93), C74B(H74B), C75B(H75B), C71B(H71B),
 C72B(H72B)
6.b Fitted hexagon refined as free rotating group:
 C73A(C74A,C75A,C70A,C71A,C72A), C73B(C74B,C75B,C70B,C71B,C72B)
6.c Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C83(H83A,H83B,H83C), C82(H82A,H82B,H82C), C35(H35A,H35B,
 H35C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C85(H85A,H85B,H85C),
 C84A(H84A,H84B,H84C), C84B(H84D,H84E,H84F)
;
_olex2_submission_special_instructions 'No special instructions were received'