Coligand driven diverse organometallation in benzothiazolyl-hydrazone derivatized pyrene: ortho vs. peri C‒H activation
Dinda, Soumitra; Patra, Sarat Chandra; Roy, Subhadip; Halder, Supriyo; Weyhermüller, Thomas; Pramanik, Kausikisankar; Ganguly, Sanjib; New Journal of Chemistry 44 (2020) 1407–1417; doi:10.1039/C9NJ05088D

data_7059172
_publ_section_title
;
 Coligand driven diverse organometallation in benzothiazolyl-hydrazone
 derivatized pyrene: ortho vs. peri C--H activation
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1407
_journal_page_last               1417
_journal_paper_doi               10.1039/C9NJ05088D
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         '1.5(C H2 Cl2), C61 H43 N3 O P2 Ru S'
_chemical_formula_sum            'C62.5 H46 Cl3 N3 O P2 Ru S'
_chemical_formula_weight         1156.44
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-11-08
_audit_creation_method
;
Olex2 1.3-dev
(compiled 2019.10.31 svn.r3677 for OlexSys, GUI svn.r5830)
;
_audit_update_record
;
2019-11-30 deposited with the CCDC.	2019-12-13 downloaded from the CCDC.
;
_cell_angle_alpha                77.378(3)
_cell_angle_beta                 78.715(3)
_cell_angle_gamma                66.813(3)
_cell_formula_units_Z            2
_cell_length_a                   9.8421(7)
_cell_length_b                   11.9671(8)
_cell_length_c                   24.6276(18)
_cell_measurement_reflns_used    1870
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.000
_cell_measurement_theta_min      0.854
_cell_volume                     2582.4(3)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker AXS SMART APEX II'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type  'CCD area-detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.0935
_diffrn_reflns_Laue_measured_fraction_full 0.937
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            31382
_diffrn_reflns_point_group_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         0.854
_exptl_absorpt_coefficient_mu    0.609
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_description       prism
_exptl_crystal_F_000             1182
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.261
_refine_diff_density_min         -1.229
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     683
_refine_ls_number_reflns         9532
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.1291
_refine_ls_R_factor_gt           0.0817
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0807P)^2^+5.4185P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1502
_refine_ls_wR_factor_ref         0.1766
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6690
_reflns_number_total             9532
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj05088d2.cif
_cod_data_source_block           3a
_cod_depositor_comments
;Adding full bibliography for 7059171--7059175.cif.

 Adding full bibliography for 7059171--7059175.cif.
;
_cod_original_formula_sum        'C62.50 H46 Cl3 N3 O P2 Ru S'
_cod_database_code               7059172
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl2-C63 \\sim Cl2-C63_$1
 with sigma of 0.0001
3. Uiso/Uaniso restraints and constraints
Cl2 \\sim Cl4: within 2A with sigma of 0.0001 and sigma for terminal atoms of
0.002 within 2A
Uanis(C63) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.0002
4. Rigid body (RIGU) restrains
 Cl2, C63
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 Cl2, C63, Cl4
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
5. Others
 Fixed Sof: Cl2(0.5) C63(0.5) H63A(0.5) H63B(0.5) Cl4(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C63(H63A,H63B), C62(H62A,H62B)
6.b Aromatic/amide H refined with riding coordinates:
 C33(H33), C51(H51), C31(H31), C49(H49), C57(H57), C14(H14), C27(H27),
 C61(H61), C20(H20), C13(H13), C37(H37), C34(H34), C2(H2), C29(H29), C52(H52),
 C30(H30), C45(H45), C5(H5), C8(H8), C16(H16), C55(H55), C58(H58), C11(H11),
 C53(H53), C28(H28), C59(H59), C43(H43), C39(H39), C60(H60), C18(H18), C54(H54),
  C46(H46), C10(H10), C3(H3), C35(H35), C17(H17), C36(H36), C41(H41), C42(H42),
 C40(H40), C47(H47), C48(H48), C4(H4)
;
_shelx_res_checksum              47109
_olex2_submission_special_instructions 'No special instructions were received'