#------------------------------------------------------------------------------
#$Date: 2022-02-22 12:53:19 +0200 (Tue, 22 Feb 2022) $
#$Revision: 273109 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/46/8104605.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8104605
loop_
_publ_author_name
'Li, Zhao-Hao'
'Xie, Gui-Xian'
'Li, Chen-Yang'
'Dou, Xiao-Ru'
_publ_section_title
;
 Crystal structure of
 catena-poly[(4-hydroxyl-5-(methoylcarbonyl)thiophene-2-carboxylato-κ1
 O)-(μ2-piperazine-1,4-diylbis(pyridin-4-ylmethanone)-κ2
 N:N′)silver(I)] monohydrate, C23H23AgN4O8S
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1351
_journal_page_last               1353
_journal_paper_doi               10.1515/ncrs-2021-0339
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C23 H21 Ag N4 O7 S, H2 O'
_chemical_formula_sum            'C23 H23 Ag N4 O8 S'
_chemical_formula_weight         623.38
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 92.386(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.5356(4)
_cell_length_b                   27.9494(15)
_cell_length_c                   10.3796(6)
_cell_measurement_reflns_used    5562
_cell_measurement_temperature    289.1(2)
_cell_measurement_theta_max      26.7700
_cell_measurement_theta_min      3.7640
_cell_volume                     2474.1(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      289.1(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0584
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -20.00  26.00   1.00    5.00    --  -12.53 -99.00 -60.00   46
  2  ω    -56.00  83.00   1.00    5.00    --   13.55   0.00  90.00  139
  3  ω    -20.00  53.00   1.00    5.00    --   13.55 -99.00 120.00   73
  4  ω    -29.00  -4.00   1.00    5.00    --  -12.53  57.00 -60.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0670389000
_diffrn_orient_matrix_UB_12      -0.0144195000
_diffrn_orient_matrix_UB_13      -0.0138672000
_diffrn_orient_matrix_UB_21      0.0396924000
_diffrn_orient_matrix_UB_22      -0.0200516000
_diffrn_orient_matrix_UB_23      0.0274784000
_diffrn_orient_matrix_UB_31      -0.0292209000
_diffrn_orient_matrix_UB_32      0.0056995000
_diffrn_orient_matrix_UB_33      0.0611363000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14043
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_min         3.238
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.955
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
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    1.674
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         4526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0347
_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/[σ²(Fo²)+(0.0270P)²+1.5080P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0708
_refine_ls_wR_factor_ref         0.0744
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3860
_reflns_number_total             4526
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0339_suppl.cif
_cod_data_source_block           426b9
_cod_database_code               8104605
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.66
_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, All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O6(H2W,H1W)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C11(H11), C12(H12), C20(H20), C21(H21), C22(H22),
 C23(H23)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
2.e Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.23668(3) 0.70745(2) 0.69656(2) 0.04102(9) Uani 1 1 d . . . . .
S1 S -0.26145(8) 0.79146(3) 0.51422(7) 0.03459(18) Uani 1 1 d . . . . .
O1 O 0.0101(2) 0.74194(9) 0.6123(2) 0.0568(6) Uani 1 1 d . . . . .
O2 O -0.0853(3) 0.66793(9) 0.6153(2) 0.0570(6) Uani 1 1 d . . . . .
O3 O -0.6978(3) 0.81908(11) 0.3964(2) 0.0690(8) Uani 1 1 d . . . . .
O4 O -0.4886(3) 0.86761(9) 0.4300(2) 0.0530(6) Uani 1 1 d . . . . .
O5 O -0.6502(3) 0.72473(11) 0.4329(3) 0.0738(8) Uani 1 1 d . . . . .
H5 H -0.7012 0.7475 0.4046 0.111 Uiso 1 1 calc GR . . . .
O6 O -0.2878(4) 0.59049(10) 0.5550(4) 0.0915(11) Uani 1 1 d . . . . .
H2W H -0.2292 0.6113 0.5921 0.137 Uiso 1 1 d G . . . .
H1W H -0.2376 0.5765 0.4968 0.137 Uiso 1 1 d G . . . .
O7 O 0.3420(2) 0.46787(8) 0.9045(2) 0.0487(6) Uani 1 1 d . . . . .
O8 O 1.0627(2) 0.44695(7) 0.6141(2) 0.0503(6) Uani 1 1 d . . . . .
N1 N 0.3106(3) 0.63213(8) 0.7196(2) 0.0366(6) Uani 1 1 d . . . . .
N2 N 1.1541(3) 0.28096(8) 0.7644(2) 0.0324(5) Uani 1 1 d . . . . .
N3 N 0.5289(3) 0.46344(9) 0.7565(2) 0.0412(6) Uani 1 1 d . . . . .
N4 N 0.8419(3) 0.43732(9) 0.7205(3) 0.0437(7) Uani 1 1 d . . . . .
C1 C -0.0957(4) 0.71145(12) 0.5960(3) 0.0395(7) Uani 1 1 d . . . . .
C2 C -0.2499(3) 0.73127(11) 0.5446(3) 0.0331(7) Uani 1 1 d . . . . .
C3 C -0.3865(4) 0.70796(12) 0.5143(3) 0.0438(8) Uani 1 1 d . . . . .
H3 H -0.4009 0.6752 0.5243 0.053 Uiso 1 1 calc R . . . .
C4 C -0.5025(3) 0.73927(13) 0.4664(3) 0.0450(8) Uani 1 1 d . . . . .
C5 C -0.4551(3) 0.78594(12) 0.4597(3) 0.0387(7) Uani 1 1 d . . . . .
C6 C -0.5586(4) 0.82501(14) 0.4248(3) 0.0470(8) Uani 1 1 d . . . . .
C7 C -0.5859(5) 0.90856(15) 0.3963(4) 0.0785(13) Uani 1 1 d . . . . .
H7A H -0.6371 0.9034 0.3133 0.118 Uiso 1 1 calc GR . . . .
H7B H -0.5218 0.9367 0.3934 0.118 Uiso 1 1 calc GR . . . .
H7C H -0.6634 0.9127 0.4598 0.118 Uiso 1 1 calc GR . . . .
C8 C 0.4377(3) 0.62033(11) 0.7927(3) 0.0438(8) Uani 1 1 d . . . . .
H8 H 0.5034 0.6447 0.8234 0.053 Uiso 1 1 calc R . . . .
C9 C 0.4756(3) 0.57399(11) 0.8245(3) 0.0423(8) Uani 1 1 d . . . . .
H9 H 0.5646 0.5675 0.8763 0.051 Uiso 1 1 calc R . . . .
C10 C 0.3813(3) 0.53698(10) 0.7796(3) 0.0321(6) Uani 1 1 d . . . . .
C11 C 0.2501(3) 0.54887(11) 0.7033(3) 0.0398(7) Uani 1 1 d . . . . .
H11 H 0.1832 0.5251 0.6707 0.048 Uiso 1 1 calc R . . . .
C12 C 0.2197(3) 0.59638(11) 0.6761(3) 0.0400(7) Uani 1 1 d . . . . .
H12 H 0.1312 0.6038 0.6247 0.048 Uiso 1 1 calc R . . . .
C13 C 0.4155(3) 0.48628(10) 0.8186(3) 0.0364(7) Uani 1 1 d . . . . .
C14 C 0.6131(4) 0.48281(12) 0.6483(3) 0.0451(8) Uani 1 1 d . . . . .
H14A H 0.5747 0.5147 0.6281 0.054 Uiso 1 1 calc R . . . .
H14B H 0.5936 0.4628 0.5729 0.054 Uiso 1 1 calc R . . . .
C15 C 0.7844(4) 0.48481(11) 0.6800(3) 0.0488(8) Uani 1 1 d . . . . .
H15A H 0.8392 0.4953 0.6049 0.059 Uiso 1 1 calc R . . . .
H15B H 0.8053 0.5077 0.7487 0.059 Uiso 1 1 calc R . . . .
C16 C 0.7564(3) 0.41722(12) 0.8285(3) 0.0464(8) Uani 1 1 d . . . . .
H16A H 0.7759 0.4367 0.9049 0.056 Uiso 1 1 calc R . . . .
H16B H 0.7940 0.3851 0.8471 0.056 Uiso 1 1 calc R . . . .
C17 C 0.5838(4) 0.41579(11) 0.7955(3) 0.0481(8) Uani 1 1 d . . . . .
H17A H 0.5627 0.3933 0.7258 0.058 Uiso 1 1 calc R . . . .
H17B H 0.5280 0.4051 0.8698 0.058 Uiso 1 1 calc R . . . .
C18 C 0.9808(3) 0.42187(11) 0.6808(3) 0.0361(7) Uani 1 1 d . . . . .
C19 C 1.0343(3) 0.37234(10) 0.7151(3) 0.0315(6) Uani 1 1 d . . . . .
C20 C 1.1831(3) 0.36585(10) 0.7711(3) 0.0363(7) Uani 1 1 d . . . . .
H20 H 1.2456 0.3921 0.7931 0.044 Uiso 1 1 calc R . . . .
C21 C 1.2371(3) 0.32026(10) 0.7939(3) 0.0352(7) Uani 1 1 d . . . . .
H21 H 1.3370 0.3165 0.8319 0.042 Uiso 1 1 calc R . . . .
C22 C 1.0117(3) 0.28756(10) 0.7101(3) 0.0361(7) Uani 1 1 d . . . . .
H22 H 0.9521 0.2607 0.6883 0.043 Uiso 1 1 calc R . . . .
C23 C 0.9476(3) 0.33196(11) 0.6845(3) 0.0389(7) Uani 1 1 d . . . . .
H23 H 0.8471 0.3347 0.6470 0.047 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 Ag1 O1 132.25(9) . .
N1 Ag1 N2 136.51(9) . 2_656
N2 Ag1 O1 91.21(8) 2_656 .
C2 S1 C5 91.11(15) . .
C1 O1 Ag1 110.9(2) . .
C6 O4 C7 116.4(3) . .
C4 O5 H5 109.5 . .
H2W O6 H1W 109.5 . .
C8 N1 Ag1 121.1(2) . .
C12 N1 Ag1 121.25(19) . .
C12 N1 C8 117.0(3) . .
C21 N2 Ag1 119.33(18) . 2_646
C22 N2 Ag1 123.94(19) . 2_646
C22 N2 C21 116.7(2) . .
C13 N3 C14 125.3(2) . .
C13 N3 C17 121.8(2) . .
C14 N3 C17 112.8(2) . .
C15 N4 C16 113.1(2) . .
C18 N4 C15 119.4(2) . .
C18 N4 C16 125.6(2) . .
O1 C1 C2 114.4(3) . .
O2 C1 O1 127.1(3) . .
O2 C1 C2 118.4(3) . .
C1 C2 S1 118.0(2) . .
C3 C2 S1 112.7(2) . .
C3 C2 C1 129.3(3) . .
C2 C3 H3 124.1 . .
C2 C3 C4 111.7(3) . .
C4 C3 H3 124.1 . .
O5 C4 C3 122.7(3) . .
O5 C4 C5 123.1(3) . .
C5 C4 C3 114.1(3) . .
C4 C5 S1 110.4(2) . .
C4 C5 C6 123.8(3) . .
C6 C5 S1 125.6(3) . .
O3 C6 O4 124.1(3) . .
O3 C6 C5 122.5(4) . .
O4 C6 C5 113.4(3) . .
O4 C7 H7A 109.5 . .
O4 C7 H7B 109.5 . .
O4 C7 H7C 109.5 . .
H7A C7 H7B 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N1 C8 H8 118.4 . .
N1 C8 C9 123.1(3) . .
C9 C8 H8 118.4 . .
C8 C9 H9 120.1 . .
C8 C9 C10 119.9(3) . .
C10 C9 H9 120.1 . .
C9 C10 C11 117.4(3) . .
C9 C10 C13 120.9(3) . .
C11 C10 C13 121.7(3) . .
C10 C11 H11 120.4 . .
C12 C11 C10 119.2(3) . .
C12 C11 H11 120.4 . .
N1 C12 C11 123.4(3) . .
N1 C12 H12 118.3 . .
C11 C12 H12 118.3 . .
O7 C13 N3 123.3(3) . .
O7 C13 C10 119.6(3) . .
N3 C13 C10 117.1(2) . .
N3 C14 H14A 109.5 . .
N3 C14 H14B 109.5 . .
N3 C14 C15 110.8(3) . .
H14A C14 H14B 108.1 . .
C15 C14 H14A 109.5 . .
C15 C14 H14B 109.5 . .
N4 C15 C14 110.0(3) . .
N4 C15 H15A 109.7 . .
N4 C15 H15B 109.7 . .
C14 C15 H15A 109.7 . .
C14 C15 H15B 109.7 . .
H15A C15 H15B 108.2 . .
N4 C16 H16A 109.6 . .
N4 C16 H16B 109.6 . .
N4 C16 C17 110.4(3) . .
H16A C16 H16B 108.1 . .
C17 C16 H16A 109.6 . .
C17 C16 H16B 109.6 . .
N3 C17 C16 109.8(3) . .
N3 C17 H17A 109.7 . .
N3 C17 H17B 109.7 . .
C16 C17 H17A 109.7 . .
C16 C17 H17B 109.7 . .
H17A C17 H17B 108.2 . .
O8 C18 N4 121.4(3) . .
O8 C18 C19 119.2(2) . .
N4 C18 C19 119.3(2) . .
C20 C19 C18 119.1(3) . .
C23 C19 C18 123.2(3) . .
C23 C19 C20 117.6(3) . .
C19 C20 H20 120.4 . .
C21 C20 C19 119.3(3) . .
C21 C20 H20 120.4 . .
N2 C21 C20 123.6(3) . .
N2 C21 H21 118.2 . .
C20 C21 H21 118.2 . .
N2 C22 H22 118.1 . .
N2 C22 C23 123.7(3) . .
C23 C22 H22 118.1 . .
C19 C23 H23 120.4 . .
C22 C23 C19 119.2(3) . .
C22 C23 H23 120.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 O1 2.301(2) .
Ag1 N1 2.208(2) .
Ag1 N2 2.285(2) 2_656
S1 C2 1.714(3) .
S1 C5 1.732(3) .
O1 C1 1.248(4) .
O2 C1 1.235(4) .
O3 C6 1.223(4) .
O4 C6 1.333(4) .
O4 C7 1.449(4) .
O5 H5 0.8200 .
O5 C4 1.356(3) .
O6 H2W 0.8498 .
O6 H1W 0.8501 .
O7 C13 1.225(3) .
O8 C18 1.225(3) .
N1 C8 1.339(4) .
N1 C12 1.332(4) .
N2 Ag1 2.285(2) 2_646
N2 C21 1.336(4) .
N2 C22 1.331(4) .
N3 C13 1.346(4) .
N3 C14 1.462(4) .
N3 C17 1.463(4) .
N4 C15 1.470(4) .
N4 C16 1.474(4) .
N4 C18 1.342(4) .
C1 C2 1.505(4) .
C2 C3 1.361(4) .
C3 H3 0.9300 .
C3 C4 1.397(4) .
C4 C5 1.368(4) .
C5 C6 1.441(4) .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 H8 0.9300 .
C8 C9 1.372(4) .
C9 H9 0.9300 .
C9 C10 1.380(4) .
C10 C11 1.385(4) .
C10 C13 1.499(4) .
C11 H11 0.9300 .
C11 C12 1.380(4) .
C12 H12 0.9300 .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C14 C15 1.487(4) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C16 C17 1.500(4) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 C19 1.496(4) .
C19 C20 1.387(4) .
C19 C23 1.379(4) .
C20 H20 0.9300 .
C20 C21 1.372(4) .
C21 H21 0.9300 .
C22 H22 0.9300 .
C22 C23 1.378(4) .
C23 H23 0.9300 .
