#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:14:25 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180418 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/87/7208744.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_7208744
loop_
_publ_author_name
'Park, Sunhong'
'Lee, Seul-Gi'
'Jung, Jong Hwa'
'Ikeda, Mari'
'Habata, Yoichi'
'Lee, Shim Sun'
_publ_section_title
;
 Macrocycles incorporating isomeric arms: synthesis and crystal structures
 of ligands and their mono-, di- and polynuclear supramolecular complexes
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              6515
_journal_paper_doi               10.1039/c2ce25708d
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C18 H24 Cl2 Cu N2 O9 S2'
_chemical_formula_weight         610.95
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 93.107(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.4100(8)
_cell_length_b                   9.2205(10)
_cell_length_c                   15.1951(17)
_cell_measurement_reflns_used    9867
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.26
_cell_measurement_theta_min      2.43
_cell_volume                     1176.6(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0423
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11690
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.34
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.386
_exptl_absorpt_correction_T_max  0.9092
_exptl_absorpt_correction_T_min  0.7539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             626
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.07
_refine_diff_density_max         2.161
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.116
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.058(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         4702
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0520
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1094P)²+0.9449P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1456
_refine_ls_wR_factor_ref         0.1470
_reflns_number_gt                4520
_reflns_number_total             4702
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25708d.txt
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7208744
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.86324(6) 0.62764(6) 0.19290(3) 0.02874(16) Uani 1 1 d D
Cl1 Cl 0.91996(12) 0.57229(12) -0.02924(7) 0.0300(2) Uani 1 1 d .
Cl2 Cl 0.51180(18) 0.01194(18) 0.27101(10) 0.0522(4) Uani 1 1 d .
O1W O 0.8609(5) 0.8407(5) 0.1846(3) 0.0492(10) Uani 1 1 d D
H1W H 0.768(3) 0.863(3) 0.148(3) 0.23(9) Uiso 1 1 d D
H2W H 0.955(3) 0.865(6) 0.156(3) 0.027(13) Uiso 1 1 d D
O1 O 0.9834(4) 0.5718(5) 0.0616(2) 0.0404(8) Uani 1 1 d .
O2 O 0.8261(7) 0.6964(6) -0.0443(3) 0.0710(16) Uani 1 1 d .
O3 O 1.0516(5) 0.5765(5) -0.0856(3) 0.0513(10) Uani 1 1 d .
O4 O 0.8308(10) 0.4455(7) -0.0457(4) 0.096(2) Uani 1 1 d .
O5 O 0.442(3) -0.105(2) 0.2752(10) 0.374(19) Uani 1 1 d .
O6 O 0.434(2) 0.129(2) 0.2765(8) 0.252(10) Uani 1 1 d .
O7 O 0.5966(10) 0.0195(6) 0.1928(5) 0.101(3) Uani 1 1 d .
O8 O 0.6004(16) 0.037(2) 0.3428(8) 0.202(8) Uani 1 1 d .
S1 S 1.12634(13) 0.62849(19) 0.25172(8) 0.0391(3) Uani 1 1 d .
S2 S 0.54290(14) 0.48564(16) 0.43593(8) 0.0399(3) Uani 1 1 d .
N1 N 0.8483(4) 0.4205(4) 0.2347(2) 0.0255(7) Uani 1 1 d .
N2 N 0.6486(4) 0.5877(4) 0.1347(2) 0.0257(8) Uani 1 1 d .
C1 C 0.8850(6) 0.7172(6) 0.4195(3) 0.0376(11) Uani 1 1 d .
H1B H 0.8355 0.7633 0.3710 0.045 Uiso 1 1 calc R
C2 C 1.0496(6) 0.7007(6) 0.4244(3) 0.0406(12) Uani 1 1 d .
C3 C 1.1451(7) 0.7446(8) 0.3488(4) 0.0482(14) Uani 1 1 d .
H3A H 1.2564 0.7478 0.3690 0.058 Uiso 1 1 calc R
H3B H 1.1141 0.8423 0.3313 0.058 Uiso 1 1 calc R
C4 C 1.1277(5) 0.4444(7) 0.2951(3) 0.0387(12) Uani 1 1 d .
H4B H 1.2337 0.4034 0.2936 0.046 Uiso 1 1 calc R
H4C H 1.0973 0.4450 0.3558 0.046 Uiso 1 1 calc R
C5 C 1.0108(5) 0.3544(6) 0.2390(3) 0.0309(9) Uani 1 1 d .
H5B H 1.0481 0.3465 0.1799 0.037 Uiso 1 1 calc R
H5C H 1.0055 0.2575 0.2634 0.037 Uiso 1 1 calc R
C6 C 0.7481(5) 0.3475(5) 0.1638(3) 0.0278(9) Uani 1 1 d .
H6A H 0.7029 0.2594 0.1868 0.033 Uiso 1 1 calc R
H6B H 0.8139 0.3208 0.1158 0.033 Uiso 1 1 calc R
C7 C 0.6162(5) 0.4462(5) 0.1296(3) 0.0279(9) Uani 1 1 d .
C8 C 0.5404(6) 0.6847(6) 0.1026(3) 0.0341(10) Uani 1 1 d .
H8A H 0.5643 0.7832 0.1055 0.041 Uiso 1 1 calc R
C9 C 0.3958(5) 0.6410(6) 0.0658(3) 0.0356(10) Uani 1 1 d .
H9A H 0.3218 0.7091 0.0444 0.043 Uiso 1 1 calc R
C10 C 0.3609(5) 0.4942(6) 0.0608(3) 0.0360(11) Uani 1 1 d .
H10A H 0.2635 0.4624 0.0361 0.043 Uiso 1 1 calc R
C11 C 0.4740(5) 0.3958(6) 0.0933(3) 0.0302(9) Uani 1 1 d .
H11A H 0.4537 0.2967 0.0905 0.036 Uiso 1 1 calc R
C12 C 0.7756(5) 0.4087(5) 0.3232(3) 0.0318(9) Uani 1 1 d .
H12A H 0.8489 0.4501 0.3679 0.038 Uiso 1 1 calc R
H12B H 0.7622 0.3070 0.3372 0.038 Uiso 1 1 calc R
C13 C 0.6136(6) 0.4855(7) 0.3270(3) 0.0373(10) Uani 1 1 d .
H13A H 0.5363 0.4370 0.2874 0.045 Uiso 1 1 calc R
H13B H 0.6237 0.5848 0.3069 0.045 Uiso 1 1 calc R
C14 C 0.6136(6) 0.6635(6) 0.4746(4) 0.0416(12) Uani 1 1 d .
H14A H 0.5782 0.7372 0.4324 0.050 Uiso 1 1 calc R
H14B H 0.5685 0.6856 0.5304 0.050 Uiso 1 1 calc R
C15 C 0.7941(6) 0.6659(5) 0.4859(3) 0.0358(10) Uani 1 1 d .
C16 C 0.8700(6) 0.6050(6) 0.5602(3) 0.0410(12) Uani 1 1 d .
H16A H 0.8099 0.5728 0.6059 0.049 Uiso 1 1 calc R
C17 C 1.0332(7) 0.5917(7) 0.5674(4) 0.0443(13) Uani 1 1 d .
H17A H 1.0824 0.5524 0.6182 0.053 Uiso 1 1 calc R
C18 C 1.1241(6) 0.6364(8) 0.4994(3) 0.0434(12) Uani 1 1 d .
H18A H 1.2340 0.6239 0.5033 0.052 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'
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
O1W Cu1 N2 98.59(17)
O1W Cu1 N1 164.53(17)
N2 Cu1 N1 83.98(15)
O1W Cu1 S1 91.57(13)
N2 Cu1 S1 168.76(12)
N1 Cu1 S1 87.51(11)
O1W Cu1 O1 99.68(16)
N2 Cu1 O1 90.20(13)
N1 Cu1 O1 95.55(15)
S1 Cu1 O1 83.31(9)
O2 Cl1 O4 111.1(4)
O2 Cl1 O3 109.0(3)
O4 Cl1 O3 109.7(4)
O2 Cl1 O1 109.4(3)
O4 Cl1 O1 109.4(3)
O3 Cl1 O1 108.2(2)
O5 Cl2 O6 119.5(14)
O5 Cl2 O8 111.1(14)
O6 Cl2 O8 94.0(11)
O5 Cl2 O7 110.4(6)
O6 Cl2 O7 107.3(5)
O8 Cl2 O7 113.6(7)
Cl1 O1 Cu1 131.0(2)
C4 S1 C3 104.8(3)
C4 S1 Cu1 97.03(15)
C3 S1 Cu1 110.5(2)
C13 S2 C14 100.3(3)
C6 N1 C5 109.1(3)
C6 N1 C12 111.7(4)
C5 N1 C12 110.2(3)
C6 N1 Cu1 104.0(3)
C5 N1 Cu1 109.1(3)
C12 N1 Cu1 112.5(3)
C7 N2 C8 119.7(4)
C7 N2 Cu1 112.5(3)
C8 N2 Cu1 127.8(3)
C15 C1 C2 120.8(5)
C1 C2 C18 119.3(5)
C1 C2 C3 120.3(5)
C18 C2 C3 120.3(5)
C2 C3 S1 115.9(4)
C5 C4 S1 108.4(4)
N1 C5 C4 111.4(4)
N1 C6 C7 110.6(4)
N2 C7 C11 121.7(4)
N2 C7 C6 115.3(4)
C11 C7 C6 123.0(4)
N2 C8 C9 121.2(5)
C8 C9 C10 119.3(4)
C9 C10 C11 118.7(4)
C7 C11 C10 119.2(5)
N1 C12 C13 113.7(4)
C12 C13 S2 112.0(4)
C15 C14 S2 110.8(4)
C1 C15 C16 119.0(5)
C1 C15 C14 120.8(5)
C16 C15 C14 120.0(5)
C17 C16 C15 120.9(5)
C16 C17 C18 120.3(5)
C17 C18 C2 119.5(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu1 O1W 1.969(5)
Cu1 N2 2.000(4)
Cu1 N1 2.019(4)
Cu1 S1 2.3410(12)
Cu1 O1 2.342(3)
Cl1 O2 1.402(5)
Cl1 O4 1.404(5)
Cl1 O3 1.436(4)
Cl1 O1 1.453(3)
Cl2 O5 1.229(11)
Cl2 O6 1.269(14)
Cl2 O8 1.307(12)
Cl2 O7 1.421(5)
S1 C4 1.821(7)
S1 C3 1.822(5)
S2 C13 1.789(5)
S2 C14 1.830(5)
N1 C6 1.492(6)
N1 C5 1.494(5)
N1 C12 1.511(5)
N2 C7 1.334(6)
N2 C8 1.349(6)
C1 C15 1.381(7)
C1 C2 1.391(7)
C2 C18 1.401(8)
C2 C3 1.494(7)
C4 C5 1.513(7)
C6 C7 1.506(6)
C7 C11 1.371(6)
C8 C9 1.372(7)
C9 C10 1.386(8)
C10 C11 1.387(7)
C12 C13 1.540(7)
C14 C15 1.519(7)
C15 C16 1.386(8)
C16 C17 1.376(8)
C17 C18 1.382(8)
