#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:35:22 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179587 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/52/4505232.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_4505232
loop_
_publ_author_name
'Park, Ki-Min'
'Yoon, Il'
'Seo, Joobeom'
'Lee, Ji-Eun'
'Kim, Jineun'
'Choi, Kyu Seong'
'Jung, Ok-Sang'
'Lee, Shim Sung'
_publ_section_title
;
 Two-Dimensional Square-Grid versus One-Dimensional Double-Stranded
 Networks:  Counterion Regulation of the Formation of
 Macrocycle-Based Copper(I) Coordination Frameworks
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1707
_journal_paper_doi               10.1021/cg050220u
_journal_volume                  5
_journal_year                    2005
_chemical_formula_sum            'C21 H24 Cu N O3 S2'
_chemical_formula_weight         466.07
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 100.132(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8498(14)
_cell_length_b                   9.0701(10)
_cell_length_c                   19.779(2)
_cell_measurement_reflns_used    14314
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      1.61
_cell_volume                     2269.3(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0808
_diffrn_reflns_av_sigmaI/netI    0.1043
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            14314
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    1.166
_exptl_absorpt_correction_T_max  0.928068
_exptl_absorpt_correction_T_min  0.513916
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.956
_refine_diff_density_min         -1.255
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         5500
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.953
_refine_ls_R_factor_all          0.1513
_refine_ls_R_factor_gt           0.0658
_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)+(0.1090P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1613
_refine_ls_wR_factor_ref         0.2035
_reflns_number_gt                2714
_reflns_number_total             5500
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg050220usi20050519_043713.cif
_cod_data_source_block           '[Cu(1)CN]n,_2'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P2(1)/c  '
_cod_database_code               4505232
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu Cu 0.57281(6) 0.60030(7) 0.24169(3) 0.0471(2) Uani 1 1 d .
S1 S 0.62870(10) 0.66913(15) 0.13555(6) 0.0399(3) Uani 1 1 d .
S2 S 0.72568(11) 0.78709(15) -0.18303(6) 0.0430(3) Uani 1 1 d .
O1 O 0.8689(3) 0.9191(5) -0.00407(18) 0.0629(12) Uani 1 1 d .
O2 O 0.8543(3) 0.6702(5) 0.0861(2) 0.0684(12) Uani 1 1 d .
O3 O 0.5742(3) 0.7177(4) -0.02502(17) 0.0509(10) Uani 1 1 d .
C1 C 0.8910(5) 0.9214(9) 0.0689(3) 0.076(2) Uani 1 1 d .
H1A H 0.8271 0.9390 0.0866 0.091 Uiso 1 1 calc R
H1B H 0.9401 0.9991 0.0846 0.091 Uiso 1 1 calc R
C2 C 0.9364(5) 0.7781(9) 0.0935(3) 0.076(2) Uani 1 1 d .
H2A H 0.9894 0.7493 0.0674 0.091 Uiso 1 1 calc R
H2B H 0.9693 0.7858 0.1409 0.091 Uiso 1 1 calc R
C3 C 0.8710(5) 0.5454(8) 0.1237(3) 0.0648(18) Uani 1 1 d .
C4 C 0.9711(6) 0.4975(11) 0.1565(3) 0.088(3) Uani 1 1 d .
H4 H 1.0328 0.5547 0.1532 0.106 Uiso 1 1 calc R
C5 C 0.9801(8) 0.3670(12) 0.1936(4) 0.104(3) Uani 1 1 d .
H5 H 1.0485 0.3349 0.2165 0.124 Uiso 1 1 calc R
C6 C 0.8945(8) 0.2850(9) 0.1979(4) 0.092(3) Uani 1 1 d .
H6 H 0.9023 0.1935 0.2227 0.111 Uiso 1 1 calc R
C7 C 0.7953(6) 0.3321(8) 0.1669(3) 0.076(2) Uani 1 1 d .
H7 H 0.7343 0.2745 0.1715 0.091 Uiso 1 1 calc R
C8 C 0.7830(5) 0.4602(7) 0.1297(2) 0.0577(16) Uani 1 1 d .
C9 C 0.6741(4) 0.5087(6) 0.0934(3) 0.0506(14) Uani 1 1 d .
H9A H 0.6249 0.4292 0.0937 0.061 Uiso 1 1 calc R
H9B H 0.6769 0.5324 0.0465 0.061 Uiso 1 1 calc R
C10 C 0.5047(4) 0.7060(6) 0.0791(2) 0.0473(13) Uani 1 1 d .
H10A H 0.4719 0.6138 0.0641 0.057 Uiso 1 1 calc R
H10B H 0.4587 0.7567 0.1047 0.057 Uiso 1 1 calc R
C11 C 0.5155(5) 0.7964(6) 0.0174(3) 0.0532(15) Uani 1 1 d .
H11A H 0.4467 0.8192 -0.0081 0.064 Uiso 1 1 calc R
H11B H 0.5507 0.8874 0.0317 0.064 Uiso 1 1 calc R
C12 C 0.6072(4) 0.8050(6) -0.0770(3) 0.0483(14) Uani 1 1 d .
H12A H 0.6428 0.8922 -0.0575 0.058 Uiso 1 1 calc R
H12B H 0.5475 0.8337 -0.1107 0.058 Uiso 1 1 calc R
C13 C 0.6812(4) 0.7096(6) -0.1089(3) 0.0480(13) Uani 1 1 d .
H13A H 0.6464 0.6176 -0.1221 0.058 Uiso 1 1 calc R
H13B H 0.7421 0.6883 -0.0747 0.058 Uiso 1 1 calc R
C14 C 0.8385(4) 0.9016(6) -0.1455(3) 0.0515(14) Uani 1 1 d .
H14A H 0.8854 0.8418 -0.1136 0.062 Uiso 1 1 calc R
H14B H 0.8759 0.9286 -0.1816 0.062 Uiso 1 1 calc R
C15 C 0.8164(4) 1.0388(7) -0.1093(2) 0.0449(13) Uani 1 1 d .
C16 C 0.7816(4) 1.1623(7) -0.1451(3) 0.0576(16) Uani 1 1 d .
H16 H 0.7665 1.1569 -0.1943 0.069 Uiso 1 1 calc R
C17 C 0.7669(5) 1.2963(8) -0.1138(3) 0.0644(17) Uani 1 1 d .
H17 H 0.7430 1.3820 -0.1406 0.077 Uiso 1 1 calc R
C18 C 0.7876(5) 1.3018(8) -0.0436(3) 0.0683(18) Uani 1 1 d .
H18 H 0.7788 1.3934 -0.0210 0.082 Uiso 1 1 calc R
C19 C 0.8203(5) 1.1807(8) -0.0049(3) 0.0630(17) Uani 1 1 d .
H19 H 0.8336 1.1869 0.0443 0.076 Uiso 1 1 calc R
C20 C 0.8344(4) 1.0477(7) -0.0374(3) 0.0522(14) Uani 1 1 d .
N21 N 0.4880(4) 0.7753(5) 0.2486(2) 0.0382(10) Uani 0.50 1 d P
C21 C 0.4880(4) 0.7753(5) 0.2486(2) 0.0382(10) Uani 0.50 1 d P
N22 N 0.4614(4) 0.8953(6) 0.2511(2) 0.0506(13) Uani 0.50 1 d P
C22 C 0.4614(4) 0.8953(6) 0.2511(2) 0.0506(13) Uani 0.50 1 d P
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'
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'
Cu Cu 0.3201 1.2651 '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
C22 Cu N22 0.0(4) 2_645 2_645
C22 Cu N21 130.3(2) 2_645 .
N22 Cu N21 130.3(2) 2_645 .
C22 Cu S1 114.90(15) 2_645 .
N22 Cu S1 114.90(15) 2_645 .
N21 Cu S1 96.10(14) . .
C22 Cu S2 121.59(15) 2_645 4_576
N22 Cu S2 121.59(15) 2_645 4_576
N21 Cu S2 90.93(14) . 4_576
S1 Cu S2 95.20(5) . 4_576
C10 S1 C9 100.6(2) . .
C10 S1 Cu 102.68(17) . .
C9 S1 Cu 111.03(19) . .
C13 S2 C14 103.4(3) . .
C13 S2 Cu 108.58(18) . 4_575
C14 S2 Cu 120.0(2) . 4_575
C20 O1 C1 117.7(5) . .
C3 O2 C2 118.4(5) . .
C11 O3 C12 113.9(4) . .
O1 C1 C2 108.6(6) . .
O2 C2 C1 109.2(5) . .
O2 C3 C8 117.4(5) . .
O2 C3 C4 123.9(7) . .
C8 C3 C4 118.7(7) . .
C5 C4 C3 119.6(9) . .
C6 C5 C4 120.9(8) . .
C5 C6 C7 120.1(8) . .
C8 C7 C6 120.7(8) . .
C7 C8 C3 119.9(6) . .
C7 C8 C9 120.6(7) . .
C3 C8 C9 119.5(5) . .
C8 C9 S1 110.9(4) . .
C11 C10 S1 114.0(4) . .
O3 C11 C10 110.1(4) . .
O3 C12 C13 105.9(4) . .
C12 C13 S2 115.5(4) . .
C15 C14 S2 117.7(4) . .
C16 C15 C20 117.5(5) . .
C16 C15 C14 120.8(5) . .
C20 C15 C14 121.6(5) . .
C15 C16 C17 123.1(6) . .
C18 C17 C16 117.8(6) . .
C19 C18 C17 121.8(6) . .
C18 C19 C20 119.4(5) . .
O1 C20 C19 124.8(5) . .
O1 C20 C15 114.8(5) . .
C19 C20 C15 120.4(6) . .
N22 N21 Cu 162.7(5) . .
N21 N22 Cu 175.8(5) . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu C22 1.922(6) 2_645
Cu N22 1.922(6) 2_645
Cu N21 1.944(5) .
Cu S1 2.4171(14) .
Cu S2 2.4678(15) 4_576
S1 C10 1.808(5) .
S1 C9 1.823(5) .
S2 C13 1.807(5) .
S2 C14 1.831(5) .
S2 Cu 2.4678(15) 4_575
O1 C20 1.375(7) .
O1 C1 1.421(6) .
O2 C3 1.349(8) .
O2 C2 1.428(8) .
O3 C11 1.415(6) .
O3 C12 1.419(6) .
C1 C2 1.472(10) .
C3 C8 1.391(9) .
C3 C4 1.403(9) .
C4 C5 1.387(12) .
C5 C6 1.343(12) .
C6 C7 1.382(10) .
C7 C8 1.370(9) .
C8 C9 1.521(8) .
C10 C11 1.498(7) .
C12 C13 1.505(7) .
C14 C15 1.488(7) .
C15 C16 1.358(8) .
C15 C20 1.402(7) .
C16 C17 1.392(8) .
C17 C18 1.367(9) .
C18 C19 1.362(9) .
C19 C20 1.393(8) .
N21 N22 1.144(6) .
N22 Cu 1.922(6) 2_655
