Inverted molecular cups: 1-D and 2-D Ag(i) coordination polymers from resorcinarene bis-thiacrowns
Helttunen, Kaisa; Nissinen, Maija; CrystEngComm 18 (2016) 4944–; doi:10.1039/C6CE00243A

data_7224196
_publ_section_title
;
 Inverted molecular cups: 1-D and 2-D Ag(i) coordination polymers from
 resorcinarene bis-thiacrowns
;
_journal_issue                   26
_journal_name_full               CrystEngComm
_journal_page_first              4944
_journal_paper_doi               10.1039/C6CE00243A
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety
'C78 H103 Ag4.5 F13.5 O17.5 S6, 0.5(C2 H5 O), 2.5(O)'
_chemical_formula_sum            'C79 H111 Ag4.5 F13.5 O20.5 S6'
_chemical_formula_weight         2322.95
_chemical_name_common
;
n-Ag4.5[C-pentyl tetramethoxy resorcinarene bis-thiacrown][trifluoroacetate]4.5 ethanol solvate hydrate
;
_chemical_name_systematic
'n-Ag4.5[C-pentyl tetramethoxy resorcinarene bis-thiacrown][trifluoroacetate]4.5 ethanol solvate hydrate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-08-13
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_audit_update_record
;
2016-01-25 deposited with the CCDC.
2016-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.729(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.9657(3)
_cell_length_b                   31.1456(7)
_cell_length_c                   22.3769(6)
_cell_measurement_reflns_used    22952
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      74.1470
_cell_measurement_theta_min      3.9700
_cell_volume                     10394.7(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector_area_resol_mean 5.1977
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
  1 omega  -49.00   33.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513   37.0000 -180.0000 82

  2 omega -114.00  -14.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  -57.0000   30.0000 100

  3 omega   31.00  139.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -77.0000    0.0000 108

  4 omega   78.00  178.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601   61.0000  150.0000 100

  5 omega   24.00  108.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -94.0000   90.0000 84

  6 omega   25.00  159.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -15.0000  -30.0000 134

  7 omega -114.00  -14.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  -57.0000 -150.0000 100

  8 omega  -30.00   70.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       41.6513  -57.0000  -90.0000 100

  9 omega   30.00   91.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -30.0000  120.0000 61

 10 omega   24.00  108.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601  -94.0000 -120.0000 84

 11 omega   78.00  178.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601   30.0000    0.0000 100

 12 omega   74.00  178.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.6601   77.0000   60.0000 104

 13 omega -114.00  -77.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  -57.0000  -60.0000 37

 14 omega -114.00  -14.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  -57.0000  120.0000 100
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0705938000
_diffrn_orient_matrix_UB_12      0.0114804000
_diffrn_orient_matrix_UB_13      -0.0438005000
_diffrn_orient_matrix_UB_21      -0.0044485000
_diffrn_orient_matrix_UB_22      0.0474779000
_diffrn_orient_matrix_UB_23      0.0188297000
_diffrn_orient_matrix_UB_31      0.0753230000
_diffrn_orient_matrix_UB_32      -0.0078648000
_diffrn_orient_matrix_UB_33      0.0499327000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0952
_diffrn_reflns_av_unetI/netI     0.0672
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            77724
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.160
_diffrn_reflns_theta_min         3.426
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.537
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48343
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_description       block
_exptl_crystal_F_000             4712
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane, ethanol'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.926
_refine_diff_density_min         -1.247
_refine_diff_density_rms         0.168
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1290
_refine_ls_number_reflns         20645
_refine_ls_number_restraints     419
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.1187
_refine_ls_R_factor_gt           0.0918
_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^)+(0.1644P)^2^+28.1016P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2610
_refine_ls_wR_factor_ref         0.2876
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14529
_reflns_number_total             20645
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce00243a2.cif
_cod_data_source_block           2-A
_cod_depositor_comments
'Adding full bibliography for 7224194--7224197.cif.'
_cod_original_cell_volume        10394.8(4)
_cod_original_formula_sum        'C79 H111 Ag4.50 F13.50 O20.50 S6'
_cod_database_code               7224196
_shelxl_version_number           2014/6
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 F9-F8
 2.27 with sigma of 0.02
 F8-F7
 2.27 with sigma of 0.02
 O100-C101
 1.43 with sigma of 0.02
 C101-C102
 1.54 with sigma of 0.02
 O100-C101
 1.43 with sigma of 0.02
 C102-C101
 1.54 with sigma of 0.02
 C52-C51 = C50-C51
 1.54 with sigma of 0.02
 C53-C52
 1.54 with sigma of 0.02
 C62B-C63B
 1.54 with sigma of 0.02
 F7B-F8B
 2.27 with sigma of 0.02
 F9B-F7B
 2.27 with sigma of 0.02
 C77-O17
 1.2 with sigma of 0.02
 O18-C77
 1.2 with sigma of 0.02
 C78-C77
 1.54 with sigma of 0.02
 C78-O17
 2.3 with sigma of 0.02
 F15-C78 = F13-C78 = F14-C78
 1.39 with sigma of 0.02
 F15-F14
 2.27 with sigma of 0.02
 F14-F13
 2.27 with sigma of 0.02
 F13-F15
 2.27 with sigma of 0.02
 O103-C104
 1.43 with sigma of 0.02
 C105-C104
 1.54 with sigma of 0.02
 C53B-C52B
 1.54 with sigma of 0.02
 C68-C67 = C67-C66 = C65-C66 = C65-C64
 1.54 with sigma of 0.02
 C57-C58 = C55-C56 = C56-C57 = C55-C54
 1.54 with sigma of 0.02
 F8-C74 = F7-C74 = F9-C74
 1.39 with sigma of 0.02
 S1-C35 = S1-C34 = S1B-C34 = S1B-C35B
 1.83 with sigma of 0.02
 C61-C62B
 1.54 with sigma of 0.02
 C62-C61 = C63-C62
 1.54 with sigma of 0.02
 C71-C72
 1.54 with sigma of 0.02
 F6-C72 = F4-C72 = F5-C72
 1.39 with sigma of 0.02
 F12-C76
 1.39 with sigma of 0.02
 F8B-C74 = F7B-C74 = F9B-C74
 1.39 with sigma of 0.02
 S5B-C45 = S5-C45 = S5-C44 = S5B-C44B
 1.83 with sigma of 0.02
 C50B-C49 = C51B-C50B = C52B-C51B
 1.54 with sigma of 0.02
 C36-C35 \\sim C36-C35B
 with sigma of 0.02
 C44B-C43B \\sim C44-C43
 with sigma of 0.02
 S4-C43 \\sim S4B-C43B
 with sigma of 0.02
3. Rigid bond restraints
 C102, C101, O100
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C105, C104, O103
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C65, C66, C67, C68
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 S1, S1B, C35, C35B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C61, C62B, C63, C63B, C62
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 S4B, S4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C44B, C43B, C44, C43
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C74, F8, F7B, F7, F9B, F9, F8B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 S5, S5B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O14, C73, O13
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F4, F6, C72, F5
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C52B, C51B, C50B, C50, C51, C52, C53B, C53
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C102 \\sim C101 \\sim O100: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C105 \\sim C104 \\sim O103: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C65 \\sim C66 \\sim C67 \\sim C68: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
S1 \\sim S1B \\sim C35 \\sim C35B: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C61 \\sim C62B \\sim C62 \\sim C63B \\sim C63: within 1.7A with sigma of 0.04
and sigma for terminal atoms of 0.08
S4B \\sim S4: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
C44 \\sim C44B \\sim C43B \\sim C43: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
C74 \\sim F8 \\sim F7B \\sim F7 \\sim F9B \\sim F9 \\sim F8B: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08
S5 \\sim S5B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
O14 \\sim C73 \\sim O13: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
F6 \\sim F4 \\sim C72 \\sim F5: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C52 \\sim C52B \\sim C51 \\sim C50 \\sim C50B \\sim C51B \\sim C53B \\sim C53:
within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(O106) \\sim Ueq, Uanis(O110) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(F7) = Uanis(F8) = Uanis(F9)
Uanis(F13) = Uanis(F14) = Uanis(F15)
Uanis(O17) = Uanis(O18)
Uanis(C78) = Uanis(C77)
Uanis(C44) = Uanis(C44B)
Uanis(C50B) = Uanis(C50)
5. Others
 Fixed Sof: Ag5(0.5) S1(0.53) S4(0.5) S5(0.5) F7(0.51) F8(0.51) F9(0.51)
 F13(0.5) F14(0.5) F15(0.5) O17(0.5) O18(0.5) H34A(0.53) H34B(0.53) H34C(0.47)
 H34D(0.47) C35(0.53) H35A(0.53) H35B(0.53) H36A(0.53) H36B(0.53) H36C(0.47)
 H36D(0.47) H42C(0.5) H42D(0.5) H42A(0.5) H42B(0.5) C43(0.5) H43A(0.5)
 H43B(0.5) C44(0.5) H44A(0.5) H44B(0.5) H45C(0.5) H45D(0.5) H45A(0.5) H45B(0.5)
 H49A(0.65) H49B(0.65) H49C(0.35) H49D(0.35) C50(0.65) H50A(0.65) H50B(0.65)
 C51(0.65) H51A(0.65) H51B(0.65) C52(0.65) H52A(0.65) H52B(0.65) C53(0.65)
 H53A(0.65) H53B(0.65) H53C(0.65) H61C(0.47) H61D(0.47) H61A(0.53) H61B(0.53)
 C62(0.53) H62A(0.53) H62B(0.53) C63(0.53) H63A(0.53) H63B(0.53) H63C(0.53)
 C77(0.5) C78(0.5) S1B(0.47) S4B(0.5) S5B(0.5) F7B(0.49) F8B(0.49) F9B(0.49)
 C35B(0.47) H35C(0.47) H35D(0.47) C43B(0.5) H43C(0.5) H43D(0.5) C44B(0.5)
 H44C(0.5) H44D(0.5) C50B(0.35) H50C(0.35) H50D(0.35) C51B(0.35) H51C(0.35)
 H51D(0.35) C52B(0.35) H52C(0.35) H52D(0.35) C53B(0.35) H53D(0.35) H53E(0.35)
 H53F(0.35) C62B(0.47) H62C(0.47) H62D(0.47) C63B(0.47) H63D(0.47) H63E(0.47)
 H63F(0.47) O100(0.5) C101(0.5) H10F(0.5) H10G(0.5) C102(0.5) H10H(0.5)
 H10I(0.5) H10J(0.5) O103(0.5) H13(0.5) C104(0.5) H10A(0.5) H10B(0.5) C105(0.5)
 H10C(0.5) H10D(0.5) H10E(0.5) O106(0.5) O107(0.5) O108(0.5) O109(0.5) O110(0.5)
6.a Ternary CH refined with riding coordinates:
 C7(H7), C14(H14), C21(H21), C28(H28)
6.b Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C34(H34A,H34B), C34(H34C,H34D), C35(H35A,H35B), C36(H36A,
 H36B), C36(H36C,H36D), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B),
 C40(H40A,H40B), C41(H41A,H41B), C42(H42C,H42D), C42(H42A,H42B), C43(H43A,H43B),
  C44(H44A,H44B), C45(H45C,H45D), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,
 H47B), C48(H48A,H48B), C49(H49A,H49B), C49(H49C,H49D), C50(H50A,H50B),
 C51(H51A,H51B), C52(H52A,H52B), C54(H54A,H54B), C55(H55A,H55B), C56(H56A,H56B),
  C57(H57A,H57B), C59(H59A,H59B), C60(H60A,H60B), C61(H61C,H61D), C61(H61A,
 H61B), C62(H62A,H62B), C64(H64A,H64B), C65(H65A,H65B), C66(H66A,H66B),
 C67(H67A,H67B), C35B(H35C,H35D), C43B(H43C,H43D), C44B(H44C,H44D), C50B(H50C,
 H50D), C51B(H51C,H51D), C52B(H52C,H52D), C62B(H62C,H62D), C101(H10F,H10G),
 C104(H10A,H10B)
6.c Me refined with riding coordinates:
 C53(H53A,H53B,H53C), C53B(H53D,H53E,H53F)
6.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C9(H9), C12(H12), C16(H16), C19(H19), C23(H23), C26(H26)
6.e Tetrahedral OH refined with riding coordinates:
 O103(H13)
6.f Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,
 H32C), C58(H58A,H58B,H58C), C63(H63A,H63B,H63C), C68(H68A,H68B,H68C),
 C63B(H63D,H63E,H63F), C102(H10H,H10I,H10J), C105(H10C,H10D,H10E)
;
_shelx_res_checksum              4088
_olex2_submission_special_instructions 'No special instructions were received'