#------------------------------------------------------------------------------
#$Date: 2019-11-23 12:15:44 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233248 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/57/7235716.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_7235716
loop_
_publ_author_name
'Kumar, Navnita'
'Khullar, Sadhika'
'Mandal, Sanjay K.'
_publ_section_title
;
 A homochiral luminescent compound with four-fold symmetry as a potential
 chemosensor for nitroanilines
;
_journal_issue                   88
_journal_name_full               'RSC Adv.'
_journal_page_first              47249
_journal_paper_doi               10.1039/C4RA08386E
_journal_volume                  4
_journal_year                    2014
_chemical_formula_moiety         'C84 H88 N8 Cu2 O22 S4, 2(H2 O)'
_chemical_formula_sum            'C84 H92 Cu2 N8 O24 S4'
_chemical_formula_weight         1852.98
_chemical_name_common            {Cu2(HTyr-N-Dan)4(H2O)2].2(H2O)
_space_group_crystal_system      tetragonal
_space_group_IT_number           79
_space_group_name_Hall           'I 4'
_space_group_name_H-M_alt        'I 4'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   20.3483(8)
_cell_length_b                   20.3483(8)
_cell_length_c                   11.0831(5)
_cell_measurement_reflns_used    124
_cell_measurement_temperature    296.(2)
_cell_measurement_theta_max      20.0076
_cell_measurement_theta_min      4.1602
_cell_volume                     4589.0(3)
_computing_cell_refinement       'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 V2011.4-1 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS)'
_computing_publication_material  'SHELXTL (Bruker AXS)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'Phi and Omega Scan'
_diffrn_radiation_monochromator  Graphite
_diffrn_radiation_type           'Mo k\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0497
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15737
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.42
_diffrn_source                   'Sealed Tube'
_diffrn_source_type              'Fine Focus'
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1924
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.315
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4021
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1467
_refine_ls_wR_factor_ref         0.1693
_reflns_number_gt                3051
_reflns_number_total             4021
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra08386e2.cif
_cod_data_source_block           I
_cod_database_code               7235716
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Cu Cu1 1.0 1.0 0.35977(9) 0.0464(3) Uani d S 1
Cu Cu2 1.0 1.0 0.12171(9) 0.0517(4) Uani d S 1
S S1 0.98607(7) 0.73386(8) 0.3778(2) 0.0845(6) Uani d . 1
O O1 1.0 1.0 0.5520(9) 0.117(4) Uani d S 1
O O2 1.0 1.0 -0.0733(10) 0.117(4) Uani d S 1
O O3 0.9662(2) 0.90996(18) 0.1409(4) 0.0639(11) Uani d . 1
O O4 0.9640(2) 0.91174(19) 0.3428(5) 0.0702(12) Uani d . 1
O O5 1.0410(2) 0.7506(3) 0.3028(6) 0.119(2) Uani d . 1
O O6 0.9954(3) 0.7274(3) 0.5047(6) 0.111(2) Uani d . 1
O O7 0.7078(3) 0.5897(2) 0.1539(6) 0.1035(17) Uani d . 1
H H7 0.7246 0.5668 0.1015 0.155 Uiso calc R 1
O O8 0.5834(7) 0.6260(7) 0.0792(13) 0.139(5) Uiso d PG 0.5
N N1 0.9262(2) 0.7861(2) 0.3585(5) 0.0705(12) Uani d . 1
H H1 0.899 0.794 0.416 0.085 Uiso calc R 1
N N2 0.8023(5) 0.4749(3) 0.3126(7) 0.124(3) Uani d . 1
C C1 0.9538(2) 0.8857(2) 0.2422(7) 0.0558(11) Uani d . 1
C C2 0.9194(2) 0.8193(2) 0.2427(7) 0.0603(12) Uani d . 1
H H2 0.9391 0.7916 0.18 0.072 Uiso calc R 1
C C3 0.8467(3) 0.8297(3) 0.2122(6) 0.0718(18) Uani d . 1
H H3A 0.8266 0.8556 0.2758 0.086 Uiso calc R 1
H H3B 0.8436 0.8548 0.138 0.086 Uiso calc R 1
C C4 0.8085(3) 0.7665(2) 0.1976(5) 0.0594(14) Uani d . 1
C C5 0.7605(3) 0.7481(3) 0.2786(8) 0.087(2) Uani d . 1
H H5 0.7496 0.7752 0.3432 0.105 Uiso calc R 1
C C6 0.7283(3) 0.6880(3) 0.2622(9) 0.089(2) Uani d . 1
H H6 0.6968 0.6744 0.3178 0.107 Uiso calc R 1
C C7 0.7427(3) 0.6487(3) 0.1643(7) 0.0729(17) Uani d . 1
C C8 0.7882(4) 0.6670(4) 0.0870(7) 0.087(2) Uani d . 1
H H8 0.7984 0.6407 0.021 0.105 Uiso calc R 1
C C9 0.8205(4) 0.7252(3) 0.1045(7) 0.088(2) Uani d . 1
H H9 0.8526 0.7371 0.049 0.106 Uiso calc R 1
C C10 0.9541(3) 0.6588(3) 0.3205(6) 0.0744(19) Uani d . 1
C C11 0.9811(4) 0.6351(4) 0.2162(8) 0.100(3) Uani d . 1
H H11 1.0172 0.6564 0.1824 0.12 Uiso calc R 1
C C12 0.9553(6) 0.5799(4) 0.1600(8) 0.134(4) Uani d . 1
H H12 0.9737 0.5647 0.0884 0.161 Uiso calc R 1
C C13 0.9053(5) 0.5491(3) 0.2076(6) 0.104(3) Uani d . 1
H H13 0.8877 0.5128 0.1681 0.124 Uiso calc R 1
C C14 0.8774(3) 0.5700(3) 0.3185(5) 0.0689(16) Uani d . 1
C C15 0.8992(3) 0.6277(2) 0.3755(5) 0.0594(13) Uani d . 1
C C16 0.8659(3) 0.6509(3) 0.4768(5) 0.0671(15) Uani d . 1
H H16 0.8809 0.6883 0.5167 0.081 Uiso calc R 1
C C17 0.8113(3) 0.6187(3) 0.5176(7) 0.0782(17) Uani d . 1
H H17 0.7883 0.6351 0.5835 0.094 Uiso calc R 1
C C18 0.7902(4) 0.5622(4) 0.4616(9) 0.090(2) Uani d . 1
H H18 0.7522 0.542 0.4897 0.108 Uiso calc R 1
C C19 0.8217(4) 0.5354(3) 0.3695(7) 0.089(2) Uani d . 1
C C20 0.8550(5) 0.4211(6) 0.3260(10) 0.138(4) Uiso d . 1
H H20A 0.8557 0.4056 0.4078 0.208 Uiso calc R 1
H H20B 0.8973 0.4389 0.3056 0.208 Uiso calc R 1
H H20C 0.845 0.3852 0.2728 0.208 Uiso calc R 1
C C21 0.7376(5) 0.4547(5) 0.3273(14) 0.180(6) Uani d . 1
H H21A 0.7326 0.434 0.4047 0.27 Uiso calc R 1
H H21B 0.7264 0.4239 0.265 0.27 Uiso calc R 1
H H21C 0.709 0.4921 0.3226 0.27 Uiso calc R 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O4 Cu1 O4 2_775 4_575 89.47(3)
O4 Cu1 O4 2_775 3_755 89.47(3)
O4 Cu1 O4 4_575 3_755 168.9(3)
O4 Cu1 O4 2_775 . 168.9(3)
O4 Cu1 O4 4_575 . 89.47(3)
O4 Cu1 O4 3_755 . 89.47(3)
O4 Cu1 O1 2_775 . 95.53(15)
O4 Cu1 O1 4_575 . 95.53(15)
O4 Cu1 O1 3_755 . 95.53(15)
O4 Cu1 O1 . . 95.53(15)
O4 Cu1 Cu2 2_775 . 84.47(15)
O4 Cu1 Cu2 4_575 . 84.47(15)
O4 Cu1 Cu2 3_755 . 84.47(15)
O4 Cu1 Cu2 . . 84.47(15)
O1 Cu1 Cu2 . . 180.000(2)
O3 Cu2 O3 2_775 3_755 89.33(3)
O3 Cu2 O3 2_775 4_575 89.33(3)
O3 Cu2 O3 3_755 4_575 167.6(3)
O3 Cu2 O3 2_775 . 167.6(3)
O3 Cu2 O3 3_755 . 89.33(3)
O3 Cu2 O3 4_575 . 89.33(3)
O3 Cu2 O2 2_775 . 96.21(13)
O3 Cu2 O2 3_755 . 96.21(13)
O3 Cu2 O2 4_575 . 96.21(13)
O3 Cu2 O2 . . 96.21(13)
O3 Cu2 Cu1 2_775 . 83.79(13)
O3 Cu2 Cu1 3_755 . 83.79(13)
O3 Cu2 Cu1 4_575 . 83.79(13)
O3 Cu2 Cu1 . . 83.79(13)
O2 Cu2 Cu1 . . 180.000(2)
O6 S1 O5 . . 119.3(4)
O6 S1 N1 . . 106.8(4)
O5 S1 N1 . . 110.6(3)
O6 S1 C10 . . 108.8(3)
O5 S1 C10 . . 106.4(4)
N1 S1 C10 . . 103.9(3)
C1 O3 Cu2 . . 122.3(3)
C1 O4 Cu1 . . 122.6(4)
C7 O7 H7 . . 109.5
C2 N1 S1 . . 119.2(4)
C2 N1 H1 . . 120.4
S1 N1 H1 . . 120.4
C21 N2 C19 . . 117.5(10)
C21 N2 C20 . . 116.0(8)
C19 N2 C20 . . 112.0(7)
O3 C1 O4 . . 126.7(4)
O3 C1 C2 . . 116.5(6)
O4 C1 C2 . . 116.7(6)
N1 C2 C1 . . 111.7(5)
N1 C2 C3 . . 110.5(5)
C1 C2 C3 . . 108.7(4)
N1 C2 H2 . . 108.6
C1 C2 H2 . . 108.6
C3 C2 H2 . . 108.6
C4 C3 C2 . . 113.7(4)
C4 C3 H3A . . 108.8
C2 C3 H3A . . 108.8
C4 C3 H3B . . 108.8
C2 C3 H3B . . 108.8
H3A C3 H3B . . 107.7
C9 C4 C5 . . 117.1(5)
C9 C4 C3 . . 121.2(6)
C5 C4 C3 . . 121.7(6)
C4 C5 C6 . . 119.0(7)
C4 C5 H5 . . 120.5
C6 C5 H5 . . 120.5
C7 C6 C5 . . 120.6(7)
C7 C6 H6 . . 119.7
C5 C6 H6 . . 119.7
C8 C7 C6 . . 119.8(6)
C8 C7 O7 . . 123.2(6)
C6 C7 O7 . . 117.0(6)
C7 C8 C9 . . 119.4(6)
C7 C8 H8 . . 120.3
C9 C8 H8 . . 120.3
C4 C9 C8 . . 124.1(6)
C4 C9 H9 . . 118.0
C8 C9 H9 . . 118.0
C11 C10 C15 . . 121.5(7)
C11 C10 S1 . . 117.2(5)
C15 C10 S1 . . 121.1(5)
C10 C11 C12 . . 120.8(7)
C10 C11 H11 . . 119.6
C12 C11 H11 . . 119.6
C13 C12 C11 . . 120.1(8)
C13 C12 H12 . . 119.9
C11 C12 H12 . . 119.9
C12 C13 C14 . . 121.2(8)
C12 C13 H13 . . 119.4
C14 C13 H13 . . 119.4
C15 C14 C13 . . 120.8(6)
C15 C14 C19 . . 118.6(6)
C13 C14 C19 . . 120.3(7)
C16 C15 C14 . . 119.4(5)
C16 C15 C10 . . 125.2(5)
C14 C15 C10 . . 115.3(5)
C17 C16 C15 . . 119.9(6)
C17 C16 H16 . . 120.1
C15 C16 H16 . . 120.1
C16 C17 C18 . . 120.4(7)
C16 C17 H17 . . 119.8
C18 C17 H17 . . 119.8
C19 C18 C17 . . 122.8(7)
C19 C18 H18 . . 118.6
C17 C18 H18 . . 118.6
C18 C19 N2 . . 123.9(8)
C18 C19 C14 . . 118.6(6)
N2 C19 C14 . . 117.4(8)
N2 C20 H20A . . 109.5
N2 C20 H20B . . 109.5
H20A C20 H20B . . 109.5
N2 C20 H20C . . 109.5
H20A C20 H20C . . 109.5
H20B C20 H20C . . 109.5
N2 C21 H21A . . 109.5
N2 C21 H21B . . 109.5
H21A C21 H21B . . 109.5
N2 C21 H21C . . 109.5
H21A C21 H21C . . 109.5
H21B C21 H21C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O4 2_775 1.949(4)
Cu1 O4 4_575 1.949(4)
Cu1 O4 3_755 1.949(4)
Cu1 O4 . 1.949(4)
Cu1 O1 . 2.130(10)
Cu1 Cu2 . 2.6384(14)
Cu2 O3 2_775 1.968(4)
Cu2 O3 3_755 1.968(4)
Cu2 O3 4_575 1.968(4)
Cu2 O3 . 1.968(4)
Cu2 O2 . 2.161(11)
S1 O6 . 1.426(6)
S1 O5 . 1.433(6)
S1 N1 . 1.631(5)
S1 C10 . 1.777(7)
O3 C1 . 1.252(7)
O4 C1 . 1.252(8)
O7 C7 . 1.400(7)
O7 H7 . 0.82
N1 C2 . 1.457(9)
N1 H1 . 0.86
N2 C21 . 1.390(13)
N2 C19 . 1.438(9)
N2 C20 . 1.540(13)
C1 C2 . 1.523(6)
C2 C3 . 1.531(7)
C2 H2 . 0.98
C3 C4 . 1.511(8)
C3 H3A . 0.97
C3 H3B . 0.97
C4 C9 . 1.353(9)
C4 C5 . 1.380(10)
C5 C6 . 1.400(10)
C5 H5 . 0.93
C6 C7 . 1.379(11)
C6 H6 . 0.93
C7 C8 . 1.316(9)
C8 C9 . 1.367(9)
C8 H8 . 0.93
C9 H9 . 0.93
C10 C11 . 1.367(10)
C10 C15 . 1.421(8)
C11 C12 . 1.389(12)
C11 H11 . 0.93
C12 C13 . 1.307(13)
C12 H12 . 0.93
C13 C14 . 1.420(9)
C13 H13 . 0.93
C14 C15 . 1.406(8)
C14 C19 . 1.447(10)
C15 C16 . 1.394(8)
C16 C17 . 1.367(8)
C16 H16 . 0.93
C17 C18 . 1.374(10)
C17 H17 . 0.93
C18 C19 . 1.324(11)
C18 H18 . 0.93
C20 H20A . 0.96
C20 H20B . 0.96
C20 H20C . 0.96
C21 H21A . 0.96
C21 H21B . 0.96
C21 H21C . 0.96
