#------------------------------------------------------------------------------
#$Date: 2019-11-28 22:18:05 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244782 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/95/7239585.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_7239585
loop_
_publ_author_name
'Das, Sanju'
'Biswas, Surajit'
'Mukherjee, Santanu'
'Bandyopadhyay, Jaya'
'Samanta, Subhodip'
'Bhowmick, Indrani'
'Hazra, Dipak Kumar'
'Ray, Ambarish'
'Parui, Partha Pratim'
_publ_section_title
;
 A cyanide selective off--on fluorescent chemosensor with in vivo imaging
 in 100% water: solid probe preferred over in situ generation
;
_journal_issue                   19
_journal_name_full               'RSC Adv.'
_journal_page_first              9656
_journal_paper_doi               10.1039/C4RA00069B
_journal_volume                  4
_journal_year                    2014
_chemical_formula_moiety         'C38 H34 Cu2 N4 O6, 2(Cl O4)'
_chemical_formula_sum            'C38 H34 Cl2 Cu2 N4 O14'
_chemical_formula_weight         968.67
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.840(2)
_cell_angle_beta                 100.429(2)
_cell_angle_gamma                94.519(2)
_cell_formula_units_Z            1
_cell_length_a                   7.9894(5)
_cell_length_b                   10.0752(6)
_cell_length_c                   12.0845(6)
_cell_measurement_reflns_used    5218
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      24.73
_cell_measurement_theta_min      2.61
_cell_volume                     939.60(9)
_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  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7082
_diffrn_reflns_theta_full        24.76
_diffrn_reflns_theta_max         24.76
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    1.352
_exptl_absorpt_correction_T_max  0.819
_exptl_absorpt_correction_T_min  0.766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             494
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.681
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         3191
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0331
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0459P)²+1.0284P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0942
_reflns_number_gt                2999
_reflns_number_total             3191
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra00069b.txt
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7239585
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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 -0.38792(4) -0.17031(3) -0.07477(3) 0.02498(13) Uani 1 1 d .
O7 O 0.1526(2) 0.29036(19) 0.05295(17) 0.0290(4) Uani 1 1 d D
C15 C -0.0275(3) 0.2315(3) 0.2305(2) 0.0281(6) Uani 1 1 d .
H15 H 0.0511 0.3110 0.2472 0.034 Uiso 1 1 calc R
O6 O -0.2562(2) -0.00125(18) -0.01693(16) 0.0278(4) Uani 1 1 d .
N1 N -0.5466(3) -0.3331(2) -0.1522(2) 0.0256(5) Uani 1 1 d .
N2 N -0.3871(3) -0.1490(2) -0.2357(2) 0.0265(5) Uani 1 1 d .
O5 O -0.4353(3) -0.1959(2) 0.07287(17) 0.0349(5) Uani 1 1 d .
Cl1 Cl -0.23501(10) -0.63162(7) -0.26580(6) 0.0385(2) Uani 1 1 d .
C4 C -0.4825(4) -0.2536(3) -0.4301(3) 0.0331(6) Uani 1 1 d .
H4 H -0.5441 -0.3270 -0.4851 0.040 Uiso 1 1 calc R
O3 O -0.1138(4) -0.7286(3) -0.2745(3) 0.0680(8) Uani 1 1 d .
C8 C -0.7597(4) -0.5541(3) -0.2786(3) 0.0386(7) Uani 1 1 d .
H8 H -0.8333 -0.6302 -0.3221 0.046 Uiso 1 1 calc R
C7 C -0.6728(4) -0.4667(3) -0.3331(3) 0.0344(7) Uani 1 1 d .
H7 H -0.6851 -0.4828 -0.4138 0.041 Uiso 1 1 calc R
C3 C -0.3978(4) -0.1462(3) -0.4643(3) 0.0372(7) Uani 1 1 d .
H3 H -0.4011 -0.1452 -0.5432 0.045 Uiso 1 1 calc R
C5 C -0.4762(3) -0.2524(3) -0.3152(2) 0.0261(6) Uani 1 1 d .
C2 C -0.3083(4) -0.0405(3) -0.3829(3) 0.0350(7) Uani 1 1 d .
H2 H -0.2503 0.0342 -0.4049 0.042 Uiso 1 1 calc R
C10 C -0.6305(3) -0.4196(3) -0.1009(3) 0.0303(6) Uani 1 1 d .
H10 H -0.6144 -0.4039 -0.0199 0.036 Uiso 1 1 calc R
C6 C -0.5683(3) -0.3560(3) -0.2674(2) 0.0269(6) Uani 1 1 d .
C18 C -0.0210(4) 0.2556(4) 0.4431(3) 0.0429(8) Uani 1 1 d .
H18A H -0.1059 0.3146 0.4646 0.064 Uiso 1 1 calc R
H18B H 0.0880 0.3103 0.4482 0.064 Uiso 1 1 calc R
H18C H -0.0047 0.1899 0.4950 0.064 Uiso 1 1 calc R
C11 C -0.3699(4) -0.1211(3) 0.1649(3) 0.0349(7) Uani 1 1 d .
H11 H -0.4008 -0.1471 0.2315 0.042 Uiso 1 1 calc R
C1 C -0.3052(4) -0.0457(3) -0.2701(3) 0.0307(6) Uani 1 1 d .
H1 H -0.2429 0.0262 -0.2140 0.037 Uiso 1 1 calc R
O4 O -0.3997(4) -0.7035(3) -0.2903(3) 0.0696(8) Uani 1 1 d .
C13 C -0.1937(4) 0.0665(3) 0.2968(3) 0.0339(7) Uani 1 1 d .
H13 H -0.2314 0.0303 0.3573 0.041 Uiso 1 1 calc R
C14 C -0.0832(4) 0.1817(3) 0.3220(2) 0.0310(6) Uani 1 1 d .
O2 O -0.1994(4) -0.5573(2) -0.1529(2) 0.0674(8) Uani 1 1 d .
C12 C -0.2545(4) -0.0014(3) 0.1827(2) 0.0290(6) Uani 1 1 d .
O1 O -0.2257(4) -0.5402(3) -0.3444(2) 0.0567(7) Uani 1 1 d .
C9 C -0.7385(4) -0.5297(3) -0.1620(3) 0.0362(7) Uani 1 1 d .
H9 H -0.7978 -0.5882 -0.1238 0.043 Uiso 1 1 calc R
C16 C -0.0812(3) 0.1706(3) 0.1180(2) 0.0246(6) Uani 1 1 d .
C17 C -0.2013(3) 0.0524(3) 0.0905(2) 0.0237(6) Uani 1 1 d .
C19 C -0.0186(3) 0.2244(3) 0.0217(2) 0.0272(6) Uani 1 1 d .
H19A H -0.099(4) 0.290(3) -0.010(3) 0.029(8) Uiso 1 1 d .
H19B H -0.012(4) 0.156(3) -0.037(3) 0.033(8) Uiso 1 1 d .
H4A H 0.162(5) 0.371(2) 0.079(3) 0.047(11) Uiso 1 1 d D
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'
Cu Cu 0.3201 1.2651 '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'
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
O6 Cu1 O5 93.88(8) . .
O6 Cu1 N1 171.32(8) . .
O5 Cu1 N1 91.25(9) . .
O6 Cu1 N2 92.28(9) . .
O5 Cu1 N2 169.18(9) . .
N1 Cu1 N2 81.60(9) . .
O6 Cu1 O7 93.64(8) . 2
O5 Cu1 O7 92.22(8) . 2
N1 Cu1 O7 93.15(8) . 2
N2 Cu1 O7 96.25(8) . 2
C19 O7 Cu1 121.92(16) . 2
C19 O7 H4A 116(3) . .
Cu1 O7 H4A 120(3) 2 .
C16 C15 C14 123.3(3) . .
C16 C15 H15 118.3 . .
C14 C15 H15 118.3 . .
C17 O6 Cu1 126.88(17) . .
C10 N1 C6 119.0(2) . .
C10 N1 Cu1 126.3(2) . .
C6 N1 Cu1 114.69(18) . .
C1 N2 C5 119.3(2) . .
C1 N2 Cu1 126.2(2) . .
C5 N2 Cu1 114.53(18) . .
C11 O5 Cu1 124.63(19) . .
O4 Cl1 O2 110.5(2) . .
O4 Cl1 O1 109.43(17) . .
O2 Cl1 O1 109.09(16) . .
O4 Cl1 O3 107.56(19) . .
O2 Cl1 O3 108.68(19) . .
O1 Cl1 O3 111.54(18) . .
C5 C4 C3 119.1(3) . .
C5 C4 H4 120.5 . .
C3 C4 H4 120.5 . .
C9 C8 C7 119.6(3) . .
C9 C8 H8 120.2 . .
C7 C8 H8 120.2 . .
C6 C7 C8 118.7(3) . .
C6 C7 H7 120.6 . .
C8 C7 H7 120.6 . .
C2 C3 C4 119.6(3) . .
C2 C3 H3 120.2 . .
C4 C3 H3 120.2 . .
N2 C5 C4 121.0(3) . .
N2 C5 C6 114.2(2) . .
C4 C5 C6 124.7(3) . .
C1 C2 C3 118.6(3) . .
C1 C2 H2 120.7 . .
C3 C2 H2 120.7 . .
N1 C10 C9 122.1(3) . .
N1 C10 H10 119.0 . .
C9 C10 H10 119.0 . .
N1 C6 C7 121.4(3) . .
N1 C6 C5 114.7(2) . .
C7 C6 C5 123.9(3) . .
C14 C18 H18A 109.5 . .
C14 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C14 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
O5 C11 C12 127.9(3) . .
O5 C11 H11 116.1 . .
C12 C11 H11 116.1 . .
N2 C1 C2 122.4(3) . .
N2 C1 H1 118.8 . .
C2 C1 H1 118.8 . .
C14 C13 C12 122.0(3) . .
C14 C13 H13 119.0 . .
C12 C13 H13 119.0 . .
C13 C14 C15 117.6(3) . .
C13 C14 C18 122.2(3) . .
C15 C14 C18 120.3(3) . .
C13 C12 C11 117.9(3) . .
C13 C12 C17 119.8(3) . .
C11 C12 C17 122.3(3) . .
C8 C9 C10 119.1(3) . .
C8 C9 H9 120.4 . .
C10 C9 H9 120.4 . .
C15 C16 C17 119.5(3) . .
C15 C16 C19 122.5(2) . .
C17 C16 C19 118.1(2) . .
O6 C17 C16 118.8(2) . .
O6 C17 C12 123.5(2) . .
C16 C17 C12 117.7(2) . .
O7 C19 C16 113.6(2) . .
O7 C19 H19A 109.3(17) . .
C16 C19 H19A 110.1(17) . .
O7 C19 H19B 103(2) . .
C16 C19 H19B 112(2) . .
H19A C19 H19B 108(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O6 1.8926(18) .
Cu1 O5 1.940(2) .
Cu1 N1 1.986(2) .
Cu1 N2 1.990(2) .
Cu1 O7 2.311(2) 2
O7 C19 1.432(3) .
O7 Cu1 2.311(2) 2
O7 H4A 0.821(18) .
C15 C16 1.378(4) .
C15 C14 1.409(4) .
C15 H15 0.9500 .
O6 C17 1.308(3) .
N1 C10 1.348(4) .
N1 C6 1.352(4) .
N2 C1 1.344(4) .
N2 C5 1.357(4) .
O5 C11 1.244(4) .
Cl1 O4 1.410(3) .
Cl1 O2 1.419(2) .
Cl1 O1 1.429(2) .
Cl1 O3 1.435(3) .
C4 C5 1.379(4) .
C4 C3 1.387(4) .
C4 H4 0.9500 .
C8 C9 1.370(5) .
C8 C7 1.392(4) .
C8 H8 0.9500 .
C7 C6 1.383(4) .
C7 H7 0.9500 .
C3 C2 1.385(4) .
C3 H3 0.9500 .
C5 C6 1.477(4) .
C2 C1 1.369(4) .
C2 H2 0.9500 .
C10 C9 1.374(4) .
C10 H10 0.9500 .
C18 C14 1.512(4) .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C11 C12 1.423(4) .
C11 H11 0.9500 .
C1 H1 0.9500 .
C13 C14 1.361(4) .
C13 C12 1.421(4) .
C13 H13 0.9500 .
C12 C17 1.427(4) .
C9 H9 0.9500 .
C16 C17 1.425(4) .
C16 C19 1.503(4) .
C19 H19A 1.02(3) .
C19 H19B 0.92(3) .
