#------------------------------------------------------------------------------
#$Date: 2019-12-04 09:39:12 +0200 (Wed, 04 Dec 2019) $
#$Revision: 244897 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/64/1556425.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_1556425
loop_
_publ_author_name
'Rancan, M.'
'Carlotto, A.'
'Bottaro, G.'
'Armelao, L.'
_publ_section_title
;
 Effect of Coordinating Solvents on the Structure of
 Cu(II)-4,4'-bipyridine Coordination Polymers
;
_journal_name_full               Inorganics
_journal_page_first              103
_journal_paper_doi               10.3390/inorganics7080103
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C20 H34 Cu N4 O4 S2, 2(Cl O4)'
_chemical_formula_sum            'C20 H34 Cl2 Cu N4 O12 S2'
_chemical_formula_weight         721.07
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 100.154(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.9524(17)
_cell_length_b                   11.0913(7)
_cell_length_c                   16.3512(15)
_cell_measurement_reflns_used    3574
_cell_measurement_temperature    299.6(6)
_cell_measurement_theta_max      27.3020
_cell_measurement_theta_min      2.4620
_cell_volume                     3204.8(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.6(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1274
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -54.00  44.00   0.50   10.00    --   18.52 -38.00 150.00  196
  2  ω    -52.00  49.00   0.50   10.00    --   18.52 -77.00 -90.00  202
  3  ω    -12.00  89.00   0.50   10.00    --   18.52  77.00  30.00  202
  4  ω    -26.00  91.00   0.50   10.00    --   18.52  19.00 -60.00  234
  5  ω    -73.00 -35.00   0.50   10.00    --  -18.60 121.00   0.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0049725000
_diffrn_orient_matrix_UB_12      0.0484797000
_diffrn_orient_matrix_UB_13      -0.0286476000
_diffrn_orient_matrix_UB_21      0.0004615000
_diffrn_orient_matrix_UB_22      -0.0411596000
_diffrn_orient_matrix_UB_23      -0.0331333000
_diffrn_orient_matrix_UB_31      -0.0398572000
_diffrn_orient_matrix_UB_32      -0.0066054000
_diffrn_orient_matrix_UB_33      -0.0046070000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13522
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.230
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.038
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64356
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_description       needle
_exptl_crystal_F_000             1492
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3287
_refine_ls_number_restraints     101
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0340
_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)+(0.0426P)²+3.0618P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0843
_refine_ls_wR_factor_ref         0.0902
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2795
_reflns_number_total             3287
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            6.cif
_cod_data_source_block           6
_cod_database_code               1556425
_chemical_oxdiff_formula         'Cu1 N2 C10 H10 Cl2 O8'
_chemical_oxdiff_usercomment
'cristallo azzurro chiaro da MR100, dopo un mese, DMF+ DMSO vap Et2O'
_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 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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
 O6B-O3B \\sim O6B-O4B \\sim O6B-O5B \\sim O4A-O5A \\sim O4A-O3A \\sim O4A-O6A
\\sim O5A-O3A
 with sigma of 0.04
 Cl1-O6B \\sim Cl1-O4A \\sim Cl1-O5A \\sim Cl1-O3B \\sim Cl1-O3A \\sim Cl1-O4B
\\sim Cl1-O6A \\sim Cl1-O5B
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 O4A, Cl1, O6B, O4B, O3B, O5A, O6A, O3A, O5B
 with sigma for 1-2 distances of 0.003 and sigma for 1-3 distances of 0.004
4. Others
 Sof(O5B)=Sof(O6B)=Sof(O4B)=Sof(O3B)=1-FVAR(1)
 Sof(O6A)=Sof(O3A)=Sof(O5A)=Sof(O4A)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C9(H9), C5(H5), C6(H6)
5.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C8(H8A,H8B,H8C), C11(H11A,H11B,H11C), C7(H7A,H7B,H7C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.371
_oxdiff_exptl_absorpt_empirical_full_min 0.839
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -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
Cu1 Cu 0.750000 0.28659(3) 0.500000 0.03184(12) Uani 1 2 d S T P . .
S1 S 0.62477(4) 0.31191(6) 0.34379(4) 0.05053(18) Uani 1 1 d . . . . .
Cl1 Cl 0.61270(4) 0.65157(7) 0.72841(4) 0.0655(2) Uani 1 1 d D U . . .
O1 O 0.70804(9) 0.28356(13) 0.37754(9) 0.0426(4) Uani 1 1 d . . . . .
N1 N 0.750000 0.46726(19) 0.500000 0.0298(5) Uani 1 2 d S T P . .
N2 N 0.750000 1.1059(2) 0.500000 0.0349(5) Uani 1 2 d S T P . .
O2 O 0.62694(10) 0.27045(17) 0.53216(12) 0.0573(5) Uani 1 1 d . . . . .
C3 C 0.750000 0.7205(2) 0.500000 0.0281(5) Uani 1 2 d S T P . .
C4 C 0.750000 0.8540(2) 0.500000 0.0289(6) Uani 1 2 d S T P . .
N3 N 0.50845(12) 0.3017(2) 0.55544(13) 0.0532(5) Uani 1 1 d . . . . .
C1 C 0.74172(12) 0.53121(18) 0.56830(12) 0.0338(4) Uani 1 1 d . . . . .
H1 H 0.735087 0.489426 0.615801 0.041 Uiso 1 1 calc R . . . .
C2 C 0.74267(12) 0.65468(17) 0.57071(12) 0.0330(4) Uani 1 1 d . . . . .
H2 H 0.738403 0.694655 0.619667 0.040 Uiso 1 1 calc R . . . .
C9 C 0.57898(14) 0.3332(2) 0.55571(15) 0.0479(6) Uani 1 1 d . . . . .
H9 H 0.593650 0.409786 0.575499 0.057 Uiso 1 1 calc R . . . .
C5 C 0.72648(14) 0.91955(18) 0.56325(13) 0.0440(6) Uani 1 1 d . . . . .
H5 H 0.709971 0.879823 0.606860 0.053 Uiso 1 1 calc R . . . .
C6 C 0.72772(14) 1.04318(19) 0.56108(14) 0.0455(6) Uani 1 1 d . . . . .
H6 H 0.712264 1.085396 0.604302 0.055 Uiso 1 1 calc R . . . .
O5B O 0.6702(5) 0.5611(9) 0.7317(6) 0.110(3) Uani 0.621(19) 1 d D U . A 2
C10 C 0.45415(17) 0.3846(3) 0.5812(2) 0.0808(10) Uani 1 1 d . . . . .
H10A H 0.479377 0.458027 0.600986 0.121 Uiso 1 1 calc GR . . . .
H10B H 0.432304 0.348486 0.624783 0.121 Uiso 1 1 calc GR . . . .
H10C H 0.414933 0.401996 0.534690 0.121 Uiso 1 1 calc GR . . . .
O6B O 0.5667(9) 0.6145(14) 0.6570(7) 0.147(5) Uani 0.621(19) 1 d D U . A 2
O4B O 0.6323(8) 0.7702(6) 0.7182(9) 0.134(4) Uani 0.621(19) 1 d D U . A 2
O3B O 0.5598(8) 0.6312(13) 0.7782(8) 0.149(4) Uani 0.621(19) 1 d D U . A 2
C8 C 0.5822(2) 0.1703(3) 0.3177(3) 0.0920(11) Uani 1 1 d . . . . .
H8A H 0.610281 0.127673 0.282053 0.138 Uiso 1 1 calc GR . . . .
H8B H 0.531097 0.181921 0.289414 0.138 Uiso 1 1 calc GR . . . .
H8C H 0.581983 0.124387 0.367415 0.138 Uiso 1 1 calc GR . . . .
C11 C 0.4806(2) 0.1850(3) 0.5233(2) 0.0842(10) Uani 1 1 d . . . . .
H11A H 0.450892 0.194885 0.468835 0.126 Uiso 1 1 calc GR . . . .
H11B H 0.449898 0.150136 0.559579 0.126 Uiso 1 1 calc GR . . . .
H11C H 0.522681 0.132793 0.520129 0.126 Uiso 1 1 calc GR . . . .
C7 C 0.6278(2) 0.3680(4) 0.2425(2) 0.1078(14) Uani 1 1 d . . . . .
H7A H 0.652352 0.445279 0.246843 0.162 Uiso 1 1 calc GR . . . .
H7B H 0.577216 0.376250 0.212151 0.162 Uiso 1 1 calc GR . . . .
H7C H 0.655565 0.312922 0.214003 0.162 Uiso 1 1 calc GR . . . .
O6A O 0.5783(12) 0.653(2) 0.6442(6) 0.117(6) Uani 0.379(19) 1 d D U . A 1
O3A O 0.5864(14) 0.6366(18) 0.8039(11) 0.154(8) Uani 0.379(19) 1 d D U . A 1
O5A O 0.6797(9) 0.589(2) 0.7492(12) 0.146(6) Uani 0.379(19) 1 d D U . A 1
O4A O 0.6403(15) 0.7665(14) 0.7442(14) 0.167(8) Uani 0.379(19) 1 d D U . A 1
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
O1 Cu1 O1 178.08(8) 2_656 .
O1 Cu1 O2 88.74(7) 2_656 .
O1 Cu1 O2 91.12(7) . .
O1 Cu1 O2 91.12(7) 2_656 2_656
O1 Cu1 O2 88.74(7) . 2_656
N1 Cu1 O1 90.96(4) . .
N1 Cu1 O1 90.96(4) . 2_656
N1 Cu1 N2 180.0 . 1_545
N1 Cu1 O2 94.34(5) . 2_656
N1 Cu1 O2 94.34(5) . .
N2 Cu1 O1 89.04(4) 1_545 .
N2 Cu1 O1 89.04(4) 1_545 2_656
N2 Cu1 O2 85.66(5) 1_545 2_656
N2 Cu1 O2 85.66(5) 1_545 .
O2 Cu1 O2 171.32(9) 2_656 .
O1 S1 C8 104.95(15) . .
O1 S1 C7 102.64(16) . .
C8 S1 C7 99.8(2) . .
O6B Cl1 O5B 98.3(9) . .
O6B Cl1 O4B 108.1(7) . .
O6B Cl1 O3B 94.6(11) . .
O4B Cl1 O5B 118.3(8) . .
O3B Cl1 O5B 115.5(7) . .
O3B Cl1 O4B 116.5(8) . .
O3A Cl1 O6A 134.6(16) . .
O5A Cl1 O6A 117.3(14) . .
O5A Cl1 O3A 98.0(12) . .
O4A Cl1 O6A 104.9(11) . .
O4A Cl1 O3A 96.3(13) . .
O4A Cl1 O5A 98.6(13) . .
S1 O1 Cu1 121.71(9) . .
C1 N1 Cu1 121.62(11) . .
C1 N1 Cu1 121.62(11) 2_656 .
C1 N1 C1 116.8(2) 2_656 .
C6 N2 Cu1 121.40(12) 2_656 1_565
C6 N2 Cu1 121.40(12) . 1_565
C6 N2 C6 117.2(2) 2_656 .
C9 O2 Cu1 139.88(18) . .
C2 C3 C4 121.60(12) 2_656 .
C2 C3 C4 121.60(12) . .
C2 C3 C2 116.8(2) . 2_656
C5 C4 C3 121.57(12) 2_656 .
C5 C4 C3 121.57(12) . .
C5 C4 C5 116.9(2) . 2_656
C9 N3 C10 121.7(3) . .
C9 N3 C11 120.6(2) . .
C10 N3 C11 117.6(3) . .
N1 C1 H1 118.5 . .
N1 C1 C2 123.03(18) . .
C2 C1 H1 118.5 . .
C3 C2 H2 119.9 . .
C1 C2 C3 120.15(18) . .
C1 C2 H2 119.9 . .
O2 C9 N3 125.5(3) . .
O2 C9 H9 117.3 . .
N3 C9 H9 117.3 . .
C4 C5 H5 120.1 . .
C6 C5 C4 119.70(19) . .
C6 C5 H5 120.1 . .
N2 C6 C5 123.26(19) . .
N2 C6 H6 118.4 . .
C5 C6 H6 118.4 . .
N3 C10 H10A 109.5 . .
N3 C10 H10B 109.5 . .
N3 C10 H10C 109.5 . .
H10A C10 H10B 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
S1 C8 H8A 109.5 . .
S1 C8 H8B 109.5 . .
S1 C8 H8C 109.5 . .
H8A C8 H8B 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
N3 C11 H11A 109.5 . .
N3 C11 H11B 109.5 . .
N3 C11 H11C 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
S1 C7 H7A 109.5 . .
S1 C7 H7B 109.5 . .
S1 C7 H7C 109.5 . .
H7A C7 H7B 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 2.0114(15) 2_656
Cu1 O1 2.0115(15) .
Cu1 N1 2.004(2) .
Cu1 N2 2.004(2) 1_545
Cu1 O2 2.3662(17) .
Cu1 O2 2.3662(17) 2_656
S1 O1 1.5322(18) .
S1 C8 1.766(3) .
S1 C7 1.779(3) .
Cl1 O5B 1.434(6) .
Cl1 O6B 1.369(8) .
Cl1 O4B 1.380(6) .
Cl1 O3B 1.373(6) .
Cl1 O6A 1.407(9) .
Cl1 O3A 1.407(10) .
Cl1 O5A 1.378(10) .
Cl1 O4A 1.375(11) .
N1 C1 1.353(2) 2_656
N1 C1 1.353(2) .
N2 C6 1.335(2) .
N2 C6 1.335(2) 2_656
O2 C9 1.221(3) .
C3 C4 1.480(4) .
C3 C2 1.393(2) 2_656
C3 C2 1.393(2) .
C4 C5 1.390(2) .
C4 C5 1.390(2) 2_656
N3 C9 1.313(3) .
N3 C10 1.455(4) .
N3 C11 1.453(4) .
C1 H1 0.9300 .
C1 C2 1.370(3) .
C2 H2 0.9300 .
C9 H9 0.9300 .
C5 H5 0.9300 .
C5 C6 1.372(3) .
C6 H6 0.9300 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Cu1 N1 C1 C2 178.94(15) . . . .
Cu1 N2 C6 C5 179.66(19) 1_565 . . .
Cu1 O2 C9 N3 168.03(18) . . . .
N1 C1 C2 C3 2.1(3) . . . .
C3 C4 C5 C6 179.68(18) . . . .
C4 C3 C2 C1 179.01(14) . . . .
C4 C5 C6 N2 0.7(4) . . . .
C1 N1 C1 C2 -1.05(15) 2_656 . . .
C2 C3 C4 C5 -14.28(16) . . . .
C2 C3 C4 C5 165.71(16) . . . 2_656
C2 C3 C4 C5 -14.28(16) 2_656 . . 2_656
C2 C3 C4 C5 165.72(16) 2_656 . . .
C2 C3 C2 C1 -0.99(14) 2_656 . . .
C5 C4 C5 C6 -0.32(18) 2_656 . . .
C6 N2 C6 C5 -0.35(19) 2_656 . . .
C10 N3 C9 O2 -177.1(3) . . . .
C8 S1 O1 Cu1 -103.37(17) . . . .
C11 N3 C9 O2 -1.8(4) . . . .
C7 S1 O1 Cu1 152.76(18) . . . .
