#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:52:31 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179351 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/48/4324831.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_4324831
loop_
_publ_author_name
'Rampal Pandey'
'Prashant Kumar'
'Ashish Kumar Singh'
'Mohammad Shahid'
'Pei-zhou Li'
'Sanjay Kumar Singh'
'Qiang Xu'
'Arvind Misra'
'Daya Shankar Pandey'
_publ_section_title
;
 Fluorescent Zinc(II) Complex Exhibiting "On-Off-On" Switching Toward Cu2+
 and Ag+ Ions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3189
_journal_page_last               3197
_journal_paper_doi               10.1021/ic1018086
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C23 H22 Cu N2 O3'
_chemical_formula_weight         437.97
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.09(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2097(16)
_cell_length_b                   17.960(4)
_cell_length_c                   14.016(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2012.9(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.1342
_diffrn_reflns_av_sigmaI/netI    0.1141
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18464
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    1.112
_exptl_absorpt_correction_T_max  0.7315
_exptl_absorpt_correction_T_min  0.6903
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_F_000             908
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4598
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.2012
_refine_ls_R_factor_gt           0.1005
_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)+(0.0163P)²+4.8377P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1364
_refine_ls_wR_factor_ref         0.1686
_reflns_number_gt                2225
_reflns_number_total             4598
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1018086_si_002_3.cif
_cod_data_source_block           2
_cod_original_cell_volume        2013.0(7)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4324831
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Cu1 Cu 0.37705(10) 0.16373(4) 0.84535(6) 0.0689(3) Uani 1 1 d .
C9 C 0.5781(7) 0.0550(3) 1.0934(4) 0.0527(15) Uani 1 1 d .
C23 C 0.0670(8) 0.1543(4) 0.7008(5) 0.0652(17) Uani 1 1 d .
C18 C 0.0924(8) 0.0774(4) 0.6828(5) 0.0623(17) Uani 1 1 d .
C22 C -0.0804(8) 0.1871(4) 0.6464(5) 0.0705(19) Uani 1 1 d .
H22 H -0.1045 0.2360 0.6600 0.085 Uiso 1 1 calc R
C15 C 0.2897(8) 0.0989(3) 1.0573(5) 0.0617(17) Uani 1 1 d .
C8 C 0.4548(7) 0.1039(3) 1.0470(5) 0.0550(16) Uani 1 1 d .
C19 C -0.0230(8) 0.0407(4) 0.6093(5) 0.0714(19) Uani 1 1 d .
H19 H -0.0048 -0.0091 0.5968 0.086 Uiso 1 1 calc R
C11 C 0.5314(7) -0.0036(3) 1.1485(4) 0.0550(15) Uani 1 1 d .
C14 C 0.2522(8) 0.0416(4) 1.1143(5) 0.0660(18) Uani 1 1 d .
H14 H 0.1435 0.0380 1.1230 0.079 Uiso 1 1 calc R
C12 C 0.3673(8) -0.0105(3) 1.1588(5) 0.0632(17) Uani 1 1 d .
C7 C 0.6080(7) 0.2095(3) 1.0223(5) 0.0621(17) Uani 1 1 d .
H7 H 0.6525 0.2051 1.0892 0.075 Uiso 1 1 calc R
C21 C -0.1891(8) 0.1499(4) 0.5747(5) 0.078(2) Uani 1 1 d .
H21 H -0.2826 0.1744 0.5383 0.093 Uiso 1 1 calc R
C16 C 0.1555(7) 0.1525(3) 1.0074(5) 0.078(2) Uani 1 1 d .
H16A H 0.2052 0.1998 0.9993 0.118 Uiso 1 1 calc R
H16B H 0.0748 0.1587 1.0468 0.118 Uiso 1 1 calc R
H16C H 0.1011 0.1331 0.9444 0.118 Uiso 1 1 calc R
C17 C 0.2305(8) 0.0362(3) 0.7355(5) 0.0627(17) Uani 1 1 d .
H17 H 0.2371 -0.0131 0.7163 0.075 Uiso 1 1 calc R
C6 C 0.6708(8) 0.2701(3) 0.9723(6) 0.0661(18) Uani 1 1 d .
C5 C 0.8024(8) 0.3128(4) 1.0284(6) 0.078(2) Uani 1 1 d .
H5 H 0.8443 0.3013 1.0941 0.093 Uiso 1 1 calc R
C10 C 0.7590(7) 0.0610(3) 1.0865(5) 0.0638(17) Uani 1 1 d .
H10A H 0.7646 0.0841 1.0255 0.096 Uiso 1 1 calc R
H10B H 0.8073 0.0122 1.0896 0.096 Uiso 1 1 calc R
H10C H 0.8197 0.0906 1.1399 0.096 Uiso 1 1 calc R
C1 C 0.6065(9) 0.2864(3) 0.8733(6) 0.072(2) Uani 1 1 d .
C2 C 0.6797(9) 0.3460(4) 0.8326(6) 0.094(3) Uani 1 1 d .
H2 H 0.6405 0.3583 0.7670 0.113 Uiso 1 1 calc R
C13 C 0.3133(8) -0.0735(4) 1.2169(5) 0.083(2) Uani 1 1 d .
H13A H 0.2024 -0.0639 1.2255 0.125 Uiso 1 1 calc R
H13B H 0.3892 -0.0769 1.2799 0.125 Uiso 1 1 calc R
H13C H 0.3140 -0.1195 1.1822 0.125 Uiso 1 1 calc R
C20 C -0.1614(9) 0.0753(4) 0.5552(5) 0.080(2) Uani 1 1 d .
H20 H -0.2359 0.0497 0.5064 0.096 Uiso 1 1 calc R
C3 C 0.8086(10) 0.3861(4) 0.8893(8) 0.098(3) Uani 1 1 d .
H3 H 0.8565 0.4246 0.8607 0.117 Uiso 1 1 calc R
C4 C 0.8688(9) 0.3708(4) 0.9871(7) 0.091(3) Uani 1 1 d .
H4 H 0.9536 0.3997 1.0246 0.109 Uiso 1 1 calc R
O1 O 0.1723(5) 0.1936(2) 0.7629(3) 0.0804(14) Uani 1 1 d .
O2 O 0.4801(6) 0.2523(2) 0.8175(4) 0.0864(15) Uani 1 1 d .
N2 N 0.4957(6) 0.1607(2) 0.9829(4) 0.0563(13) Uani 1 1 d .
N1 N 0.3493(6) 0.0588(3) 0.8075(4) 0.0595(14) Uani 1 1 d .
O3 O 0.1917(13) 0.3553(3) 0.8076(6) 0.131(2) Uani 1 1 d D
H3B H 0.097(8) 0.329(5) 0.815(9) 0.22(7) Uiso 1 1 d D
H3A H 0.276(11) 0.327(6) 0.790(11) 0.33(10) 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'
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
O2 Cu1 O1 90.7(2) . .
O2 Cu1 N2 94.6(2) . .
O1 Cu1 N2 141.9(2) . .
O2 Cu1 N1 141.9(2) . .
O1 Cu1 N1 94.3(2) . .
N2 Cu1 N1 104.0(2) . .
C8 C9 C11 118.0(5) . .
C8 C9 C10 123.2(5) . .
C11 C9 C10 118.7(5) . .
O1 C23 C22 120.0(6) . .
O1 C23 C18 123.1(6) . .
C22 C23 C18 116.9(6) . .
C19 C18 C17 117.9(6) . .
C19 C18 C23 119.1(6) . .
C17 C18 C23 123.1(6) . .
C21 C22 C23 122.4(6) . .
C21 C22 H22 118.8 . .
C23 C22 H22 118.8 . .
C14 C15 C8 117.1(6) . .
C14 C15 C16 120.6(6) . .
C8 C15 C16 122.3(6) . .
C9 C8 C15 122.2(6) . .
C9 C8 N2 119.4(5) . .
C15 C8 N2 118.4(5) . .
C20 C19 C18 122.3(7) . .
C20 C19 H19 118.9 . .
C18 C19 H19 118.9 . .
C12 C11 C9 120.8(6) . .
C12 C11 N1 118.6(5) . 3_657
C9 C11 N1 120.6(5) . 3_657
C12 C14 C15 123.4(6) . .
C12 C14 H14 118.3 . .
C15 C14 H14 118.3 . .
C14 C12 C11 118.3(6) . .
C14 C12 C13 119.8(6) . .
C11 C12 C13 121.9(6) . .
N2 C7 C6 126.6(6) . .
N2 C7 H7 116.7 . .
C6 C7 H7 116.7 . .
C22 C21 C20 120.5(6) . .
C22 C21 H21 119.8 . .
C20 C21 H21 119.8 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
N1 C17 C18 127.9(6) . .
N1 C17 H17 116.0 . .
C18 C17 H17 116.0 . .
C1 C6 C5 120.5(6) . .
C1 C6 C7 122.7(6) . .
C5 C6 C7 116.8(7) . .
C4 C5 C6 120.6(7) . .
C4 C5 H5 119.7 . .
C6 C5 H5 119.7 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
O2 C1 C6 124.5(6) . .
O2 C1 C2 118.0(7) . .
C6 C1 C2 117.4(7) . .
C3 C2 C1 120.5(8) . .
C3 C2 H2 119.8 . .
C1 C2 H2 119.8 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C19 C20 C21 118.7(7) . .
C19 C20 H20 120.6 . .
C21 C20 H20 120.6 . .
C2 C3 C4 121.8(7) . .
C2 C3 H3 119.1 . .
C4 C3 H3 119.1 . .
C5 C4 C3 119.2(7) . .
C5 C4 H4 120.4 . .
C3 C4 H4 120.4 . .
C23 O1 Cu1 128.7(4) . .
C1 O2 Cu1 127.4(4) . .
C7 N2 C8 116.9(5) . .
C7 N2 Cu1 123.2(4) . .
C8 N2 Cu1 119.9(4) . .
C17 N1 C11 116.0(5) . 3_657
C17 N1 Cu1 122.1(4) . .
C11 N1 Cu1 121.6(4) 3_657 .
H3B O3 H3A 116(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.884(4) .
Cu1 O1 1.889(4) .
Cu1 N2 1.954(5) .
Cu1 N1 1.957(5) .
C9 C8 1.385(7) .
C9 C11 1.411(8) .
C9 C10 1.514(7) .
C23 O1 1.290(7) .
C23 C22 1.405(8) .
C23 C18 1.427(8) .
C18 C19 1.397(8) .
C18 C17 1.415(8) .
C22 C21 1.359(8) .
C22 H22 0.9300 .
C15 C14 1.381(8) .
C15 C8 1.398(8) .
C15 C16 1.510(8) .
C8 N2 1.448(7) .
C19 C20 1.365(8) .
C19 H19 0.9300 .
C11 C12 1.392(8) .
C11 N1 1.431(7) 3_657
C14 C12 1.374(8) .
C14 H14 0.9300 .
C12 C13 1.517(8) .
C7 N2 1.301(7) .
C7 C6 1.450(8) .
C7 H7 0.9300 .
C21 C20 1.396(9) .
C21 H21 0.9300 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 N1 1.300(7) .
C17 H17 0.9300 .
C6 C1 1.401(9) .
C6 C5 1.411(8) .
C5 C4 1.364(9) .
C5 H5 0.9300 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C1 O2 1.302(7) .
C1 C2 1.410(9) .
C2 C3 1.374(10) .
C2 H2 0.9300 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C20 H20 0.9300 .
C3 C4 1.375(10) .
C3 H3 0.9300 .
C4 H4 0.9300 .
N1 C11 1.431(7) 3_657
O3 H3B 0.94(2) .
O3 H3A 0.94(2) .
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_4
O1 C23 C18 C19 -175.6(6) . .
C22 C23 C18 C19 3.8(9) . .
O1 C23 C18 C17 3.9(10) . .
C22 C23 C18 C17 -176.7(6) . .
O1 C23 C22 C21 174.7(6) . .
C18 C23 C22 C21 -4.8(10) . .
C11 C9 C8 C15 3.2(9) . .
C10 C9 C8 C15 -177.7(6) . .
C11 C9 C8 N2 -174.6(5) . .
C10 C9 C8 N2 4.5(9) . .
C14 C15 C8 C9 -1.5(9) . .
C16 C15 C8 C9 179.5(6) . .
C14 C15 C8 N2 176.3(5) . .
C16 C15 C8 N2 -2.7(9) . .
C17 C18 C19 C20 179.1(6) . .
C23 C18 C19 C20 -1.3(10) . .
C8 C9 C11 C12 -2.3(9) . .
C10 C9 C11 C12 178.5(6) . .
C8 C9 C11 N1 175.7(5) . 3_657
C10 C9 C11 N1 -3.5(8) . 3_657
C8 C15 C14 C12 -1.3(10) . .
C16 C15 C14 C12 177.7(6) . .
C15 C14 C12 C11 2.1(10) . .
C15 C14 C12 C13 -177.6(6) . .
C9 C11 C12 C14 -0.3(9) . .
N1 C11 C12 C14 -178.3(5) 3_657 .
C9 C11 C12 C13 179.4(6) . .
N1 C11 C12 C13 1.4(9) 3_657 .
C23 C22 C21 C20 3.1(11) . .
C19 C18 C17 N1 -178.3(6) . .
C23 C18 C17 N1 2.2(11) . .
N2 C7 C6 C1 4.6(9) . .
N2 C7 C6 C5 -175.1(6) . .
C1 C6 C5 C4 0.2(10) . .
C7 C6 C5 C4 -180.0(6) . .
C5 C6 C1 O2 -176.5(6) . .
C7 C6 C1 O2 3.7(10) . .
C5 C6 C1 C2 0.7(9) . .
C7 C6 C1 C2 -179.0(6) . .
O2 C1 C2 C3 177.1(7) . .
C6 C1 C2 C3 -0.3(10) . .
C18 C19 C20 C21 -0.5(11) . .
C22 C21 C20 C19 -0.3(11) . .
C1 C2 C3 C4 -1.2(12) . .
C6 C5 C4 C3 -1.6(11) . .
C2 C3 C4 C5 2.1(12) . .
C22 C23 O1 Cu1 179.5(5) . .
C18 C23 O1 Cu1 -1.1(10) . .
O2 Cu1 O1 C23 137.8(6) . .
N2 Cu1 O1 C23 -123.7(6) . .
N1 Cu1 O1 C23 -4.4(6) . .
C6 C1 O2 Cu1 -11.9(10) . .
C2 C1 O2 Cu1 170.9(5) . .
O1 Cu1 O2 C1 152.3(6) . .
N2 Cu1 O2 C1 10.1(6) . .
N1 Cu1 O2 C1 -109.8(6) . .
C6 C7 N2 C8 178.7(5) . .
C6 C7 N2 Cu1 -3.8(8) . .
C9 C8 N2 C7 -61.9(7) . .
C15 C8 N2 C7 120.2(6) . .
C9 C8 N2 Cu1 120.6(5) . .
C15 C8 N2 Cu1 -57.3(6) . .
O2 Cu1 N2 C7 -2.3(5) . .
O1 Cu1 N2 C7 -99.4(5) . .
N1 Cu1 N2 C7 144.3(4) . .
O2 Cu1 N2 C8 175.1(4) . .
O1 Cu1 N2 C8 78.0(5) . .
N1 Cu1 N2 C8 -38.3(4) . .
C18 C17 N1 C11 176.4(6) . 3_657
C18 C17 N1 Cu1 -9.6(9) . .
O2 Cu1 N1 C17 -87.5(6) . .
O1 Cu1 N1 C17 9.2(5) . .
N2 Cu1 N1 C17 155.5(5) . .
O2 Cu1 N1 C11 86.3(5) . 3_657
O1 Cu1 N1 C11 -177.1(5) . 3_657
N2 Cu1 N1 C11 -30.7(5) . 3_657
