Macrometallocycle binuclear NHC silver(I) complexes: synthesis, structure and recognition for o-phenylenediamine
Liu, Qingxiang; Wei, Deng-Che; Zhao, Dong-Xue; Sun, Xiao-Feng; Zhao, Zhi-Xiang; Yan, Jing; New J. Chem. 41 (2017) 4843–4852; doi:10.1039/C7NJ00276A

data_7056115
_publ_section_title
;
 Macrometallocycle binuclear NHC silver(I) complexes: synthesis, structure
 and recognition for o-phenylenediamine
;
_journal_issue                   12
_journal_name_full               'New J. Chem.'
_journal_page_first              4843
_journal_page_last               4852
_journal_paper_doi               10.1039/C7NJ00276A
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety
'2(C96 H80 Ag2 N8 O8), 4(F6 P), 0.7(C2 H4 Cl2), C2 H3 N'
_chemical_formula_sum            'C195.4 H165.8 Ag4 Cl1.4 F24 N17 O16 P4'
_chemical_formula_weight         4069.03
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2017-03-17
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5328)
;
_audit_update_record
;
2017-03-29 deposited with the CCDC.
2017-04-19 downloaded from the CCDC.
;
_cell_angle_alpha                82.3880(10)
_cell_angle_beta                 80.0310(10)
_cell_angle_gamma                85.566(2)
_cell_formula_units_Z            1
_cell_length_a                   9.3833(6)
_cell_length_b                   20.3902(13)
_cell_length_c                   25.4603(16)
_cell_measurement_reflns_used    6562
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.33
_cell_measurement_theta_min      2.22
_cell_volume                     4748.0(5)
_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      173.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            27661
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         1.374
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0678 before and 0.0387 after correction. The Ratio of minimum to maximum transmission is 0.9055. The \l/2 correction factor is 0.0015.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_description       block
_exptl_crystal_F_000             2073
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         2.293
_refine_diff_density_min         -0.984
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1259
_refine_ls_number_reflns         16715
_refine_ls_number_restraints     335
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.1133
_refine_ls_R_factor_gt           0.0840
_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^)+(0.1319P)^2^+19.0061P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2218
_refine_ls_wR_factor_ref         0.2501
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12059
_reflns_number_total             16715
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj00276a2.cif
_cod_data_source_block           n130912a
_cod_original_formula_sum        'C195.40 H165.80 Ag4 Cl1.40 F24 N17 O16 P4'
_cod_database_code               7056115
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.922
_shelx_estimated_absorpt_t_min   0.908
_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. Restrained distances
 N9-C97
 1.11 with sigma of 0.01
 C97-C98
 1.47 with sigma of 0.01
 N9-C98
 2.59 with sigma of 0.01
 P2-F7 = P2-F8 = P2-F9 = P2-F10 = P2-F11 = P2-F12
 1.6 with sigma of 0.01
 F7-F8 = F7-F10 = F7-F11 = F7-F12 = F8-F9 = F8-F11
 2.23 with sigma of 0.01
 F8-F12 = F9-F10 = F9-F11 = F9-F12 = F10-F11 = F10-F12
 2.23 with sigma of 0.01
 P2'-F7' = P2'-F8' = P2'-F9' = P2'-F10' = P2'-F11' = P2'-F12'
 1.6 with sigma of 0.01
 F7'-F8' = F7'-F10' = F7'-F11' = F7'-F12' = F8'-F9' = F8'-F11'
 2.23 with sigma of 0.01
 F8'-F12' = F9'-F10' = F9'-F11' = F9'-F12' = F10'-F11' = F10'-F12'
 2.23 with sigma of 0.01
 N2-C15
 1.47 with sigma of 0.01
 C15-C16 = C16-C17
 1.51 with sigma of 0.01
 C17-O1
 1.45 with sigma of 0.01
 N2-C15'
 1.47 with sigma of 0.01
 C15'-C16' = C16'-C17'
 1.51 with sigma of 0.01
 C17'-O1
 1.45 with sigma of 0.01
 Cl1-C99 = Cl2-C100
 1.75 with sigma of 0.01
 C99-C100
 1.42 with sigma of 0.01
 Cl1-C100 = Cl2-C99
 2.7 with sigma of 0.01
3. Rigid bond restraints
 F5, P1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
Cl2 \\sim C100 \\sim C99 \\sim Cl1: within 2A with sigma of 0.005 and sigma for
terminal atoms of 0.005
Uanis(C98) \\sim Ueq, Uanis(N6) \\sim Ueq, Uanis(C62) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.01
Uanis(C62) \\sim Ueq, Uanis(C57) \\sim Ueq, Uanis(C58) \\sim Ueq, Uanis(C59)
\\sim Ueq, Uanis(C60) \\sim Ueq, Uanis(C61) \\sim Ueq, Uanis(C56) \\sim Ueq,
Uanis(C97) \\sim Ueq, Uanis(C98) \\sim Ueq, Uanis(N9) \\sim Ueq, Uanis(C1)
\\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq,
Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C63) \\sim Ueq, Uanis(C64)
\\sim Ueq, Uanis(C65) \\sim Ueq, Uanis(C66) \\sim Ueq, Uanis(C67) \\sim Ueq,
Uanis(C69) \\sim Ueq, Uanis(C70) \\sim Ueq, Uanis(C79) \\sim Ueq, Uanis(C78)
\\sim Ueq, Uanis(C77) \\sim Ueq, Uanis(C76) \\sim Ueq, Uanis(C75) \\sim Ueq,
Uanis(C74) \\sim Ueq, Uanis(C73) \\sim Ueq, Uanis(C72) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.01
Uanis(O6) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(O5) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C55) \\sim Ueq, Uanis(F5) \\sim
Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.002
Uanis(C13) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(N1)
\\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C10) \\sim Ueq: with
sigma of 0.005 and sigma for terminal atoms of 0.002
Uanis(N5) \\sim Ueq, Uanis(N6) \\sim Ueq, Uanis(C62) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.002
Uanis(F12) = Uanis(F12')
Uanis(F11) = Uanis(F11')
Uanis(F10) = Uanis(F10')
Uanis(F9) = Uanis(F9')
Uanis(F8) = Uanis(F8')
Uanis(F7) = Uanis(F7')
Uanis(P2) = Uanis(P2')
Uanis(Ag2) = Uanis(Ag2')
5. Others
 Sof(Ag2')=1-FVAR(1)
 Sof(Ag2)=FVAR(1)
 Sof(C15')=Sof(H15C)=Sof(H15D)=Sof(C16')=Sof(H16C)=Sof(H16D)=Sof(C17')=
 Sof(H17C)=Sof(H17D)=1-FVAR(2)
 Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(C17)=Sof(H17A)=
 Sof(H17B)=FVAR(2)
 Sof(P2')=Sof(F7')=Sof(F8')=Sof(F9')=Sof(F10')=Sof(F11')=Sof(F12')=1-FVAR(3)
 Sof(P2)=Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=FVAR(3)
 Fixed Sof: Cl1(0.35) Cl2(0.35) C99(0.35) H99A(0.35) H99B(0.35) C100(0.35)
 H10A(0.35) H10B(0.35) C97(0.5) C98(0.5) H98A(0.5) H98B(0.5) H98C(0.5) N9(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C15'(H15C,H15D),
 C16'(H16C,H16D), C17'(H17C,H17D), C32(H32A,H32B), C33(H33A,H33B), C34(H34A,
 H34B), C42(H42A,H42B), C55(H55A,H55B), C63(H63A,H63B), C64(H64A,H64B),
 C65(H65A,H65B), C80(H80A,H80B), C81(H81A,H81B), C82(H82A,H82B), C90(H90A,H90B),
  C99(H99A,H99B), C100(H10A,H10B)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C19(H19), C20(H20), C25(H25), C26(H26), C27(H27), C28(H28), C37(H37),
  C38(H38), C39(H39), C40(H40), C44(H44), C45(H45), C46(H46), C47(H47),
 C48(H48), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54), C58(H58), C59(H59),
  C60(H60), C61(H61), C67(H67), C68(H68), C73(H73), C74(H74), C75(H75),
 C76(H76), C85(H85), C86(H86), C87(H87), C88(H88), C92(H92), C93(H93), C94(H94),
  C95(H95), C96(H96)
6.c Fitted hexagon refined as free rotating group:
 C1(C2,C3,C4,C5,C6)
6.d Idealised Me refined as rotating group:
 C98(H98A,H98B,H98C)
;
_olex2_submission_special_instructions 'No special instructions were received'