#------------------------------------------------------------------------------
#$Date: 2020-05-30 04:29:44 +0300 (Sat, 30 May 2020) $
#$Revision: 252468 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240589.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_7240589
loop_
_publ_author_name
'Baruah, Jubaraj Bikash'
'Singh, Munendra Pal'
_publ_section_title
;
 Photophysical Properties of Ag, Zn, Cd having
 N-(4-Pyridylmethyl)-1,8-naphthalimide Complexes: Influences of
 π-Stacking and C-H···O Interactions
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00555J
_journal_year                    2020
_chemical_formula_sum            'C54 H42 N4 O12 Zn'
_chemical_formula_weight         1004.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-12-30 deposited with the CCDC.	2020-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.011(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.6965(5)
_cell_length_b                   17.3729(11)
_cell_length_c                   17.6113(11)
_cell_measurement_reflns_used    6464
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.58
_cell_measurement_theta_min      2.32
_cell_volume                     2345.8(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            30805
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         1.650
_exptl_absorpt_coefficient_mu    0.595
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4046
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0404
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0800P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1183
_refine_ls_wR_factor_ref         0.1297
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2966
_reflns_number_total             4046
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce00555j2.cif
_cod_data_source_block           complex2
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7240589
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.0000 0.0000 0.0000 0.04707(18) Uani 1 2 d S . P . .
C2 C 0.5715(4) 0.34118(17) 0.00678(19) 0.0590(8) Uani 1 1 d . . . . .
C1 C 0.3788(4) 0.31822(15) 0.10983(17) 0.0591(8) Uani 1 1 d . . . . .
H1B H 0.3106 0.3516 0.1399 0.071 Uiso 1 1 calc R U . . .
H1A H 0.4879 0.3071 0.1396 0.071 Uiso 1 1 calc R U . . .
C9 C 0.3242(4) 0.45136(15) -0.06153(16) 0.0530(7) Uani 1 1 d . . . . .
C20 C 0.3489(3) -0.15354(15) 0.14049(15) 0.0481(6) Uani 1 1 d . . . . .
C18 C 0.1036(4) 0.24331(16) 0.07015(17) 0.0572(7) Uani 1 1 d . . . . .
H18 H 0.0402 0.2889 0.0679 0.069 Uiso 1 1 calc R U . . .
C8 C 0.4819(4) 0.43669(15) -0.09551(16) 0.0527(7) Uani 1 1 d . . . . .
C19 C 0.1864(4) -0.10740(15) 0.11735(16) 0.0522(7) Uani 1 1 d . . . . .
C3 C 0.6050(4) 0.38350(16) -0.06312(17) 0.0557(7) Uani 1 1 d . . . . .
C7 C 0.5132(4) 0.47699(18) -0.16278(18) 0.0624(8) Uani 1 1 d . . . . .
C15 C 0.3642(4) 0.17415(16) 0.09816(18) 0.0622(8) Uani 1 1 d . . . . .
H15 H 0.4818 0.1717 0.1153 0.075 Uiso 1 1 calc R U . . .
C14 C 0.2802(4) 0.24381(15) 0.09329(15) 0.0517(7) Uani 1 1 d . . . . .
C16 C 0.2742(4) 0.10765(16) 0.07758(18) 0.0624(8) Uani 1 1 d . . . . .
H16 H 0.3341 0.0611 0.0815 0.075 Uiso 1 1 calc R U . . .
C17 C 0.0225(4) 0.17435(15) 0.05051(16) 0.0562(7) Uani 1 1 d . . . . .
H17 H -0.0962 0.1749 0.0352 0.067 Uiso 1 1 calc R U . . .
C23 C 0.6490(4) -0.23918(17) 0.18128(18) 0.0637(8) Uani 1 1 d . . . . .
C13 C 0.2899(4) 0.41031(16) 0.00896(17) 0.0565(7) Uani 1 1 d . . . . .
C10 C 0.2057(4) 0.50361(15) -0.09326(19) 0.0625(8) Uani 1 1 d . . . . .
H10 H 0.1026 0.5121 -0.0707 0.075 Uiso 1 1 calc R U . . .
C25 C 0.3587(4) -0.20146(18) 0.20440(17) 0.0700(9) Uani 1 1 d . . . . .
H25 H 0.2643 -0.2051 0.2337 0.084 Uiso 1 1 calc R U . . .
C4 C 0.7576(4) 0.37059(19) -0.0972(2) 0.0758(9) Uani 1 1 d . . . . .
H4 H 0.8388 0.3354 -0.0757 0.091 Uiso 1 1 calc R U . . .
C21 C 0.4897(4) -0.15049(18) 0.09775(19) 0.0682(9) Uani 1 1 d . . . . .
H21 H 0.4850 -0.1191 0.0549 0.082 Uiso 1 1 calc R U . . .
C6 C 0.6718(5) 0.4620(2) -0.1958(2) 0.0799(10) Uani 1 1 d . . . . .
H6 H 0.6953 0.4879 -0.2400 0.096 Uiso 1 1 calc R U . . .
C11 C 0.2382(5) 0.54457(18) -0.15965(19) 0.0724(9) Uani 1 1 d . . . . .
H11 H 0.1575 0.5803 -0.1805 0.087 Uiso 1 1 calc R U . . .
C26 C 0.8113(5) -0.2844(2) 0.2002(2) 0.0903(11) Uani 1 1 d . . . . .
H26 H 0.9015 -0.2779 0.1689 0.108 Uiso 1 1 calc R U . . .
C24 C 0.5090(5) -0.2436(2) 0.22422(18) 0.0768(10) Uani 1 1 d . . . . .
H24 H 0.5148 -0.2752 0.2670 0.092 Uiso 1 1 calc R U . . .
C22 C 0.6384(4) -0.19328(19) 0.1173(2) 0.0765(10) Uani 1 1 d . . . . .
H22 H 0.7317 -0.1910 0.0872 0.092 Uiso 1 1 calc R U . . .
C5 C 0.7906(5) 0.4102(2) -0.1638(2) 0.0847(11) Uani 1 1 d . . . . .
H5 H 0.8936 0.4013 -0.1863 0.102 Uiso 1 1 calc R U . . .
C12 C 0.3884(5) 0.53152(19) -0.19301(19) 0.0702(9) Uani 1 1 d . . . . .
H12 H 0.4098 0.5589 -0.2366 0.084 Uiso 1 1 calc R U . . .
C27 C -0.2651(5) 0.0347(2) 0.1238(2) 0.0885(12) Uani 1 1 d . . . . .
H27C H -0.1847 0.0643 0.1568 0.133 Uiso 1 1 calc R U . . .
H27A H -0.3467 0.0093 0.1536 0.133 Uiso 1 1 calc R U . . .
H27B H -0.3268 0.0682 0.0875 0.133 Uiso 1 1 calc R U . . .
O4 O 0.1933(2) -0.06437(10) 0.06001(11) 0.0528(5) Uani 1 1 d . . . . .
O6 O -0.1726(3) -0.02074(12) 0.08505(12) 0.0616(6) Uani 1 1 d . . . . .
O2 O 0.1567(3) 0.42005(12) 0.04045(13) 0.0741(6) Uani 1 1 d . . . . .
O1 O 0.6707(3) 0.29378(12) 0.03745(13) 0.0767(6) Uani 1 1 d . . . . .
O3 O 0.0577(3) -0.11534(13) 0.15491(13) 0.0800(7) Uani 1 1 d . . . . .
O5 O 0.8349(4) -0.32782(18) 0.25158(18) 0.1253(11) Uani 1 1 d . . . . .
N2 N 0.4154(3) 0.35830(12) 0.03931(13) 0.0540(6) Uani 1 1 d . . . . .
N1 N 0.1062(3) 0.10659(12) 0.05242(13) 0.0515(6) Uani 1 1 d . . . . .
H6A H -0.090(6) -0.048(2) 0.118(3) 0.134(16) Uiso 1 1 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'
Zn Zn 0.2839 1.4301 '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
_geom_angle_publ_flag
O4 Zn1 O4 180.0 . 3 ?
O4 Zn1 O6 90.83(8) . . ?
O4 Zn1 O6 89.17(8) 3 . ?
O4 Zn1 O6 89.17(8) . 3 ?
O4 Zn1 O6 90.83(8) 3 3 ?
O6 Zn1 O6 180.0 . 3 ?
O4 Zn1 N1 89.07(7) . 3 ?
O4 Zn1 N1 90.93(7) 3 3 ?
O6 Zn1 N1 85.42(8) . 3 ?
O6 Zn1 N1 94.58(8) 3 3 ?
O4 Zn1 N1 90.93(7) . . ?
O4 Zn1 N1 89.07(7) 3 . ?
O6 Zn1 N1 94.58(8) . . ?
O6 Zn1 N1 85.42(8) 3 . ?
N1 Zn1 N1 180.0 3 . ?
O1 C2 N2 119.2(3) . . ?
O1 C2 C3 124.0(3) . . ?
N2 C2 C3 116.9(3) . . ?
N2 C1 C14 111.8(2) . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 C13 120.1(3) . . ?
C8 C9 C13 119.3(3) . . ?
C21 C20 C25 118.4(3) . . ?
C21 C20 C19 120.4(3) . . ?
C25 C20 C19 121.2(3) . . ?
C17 C18 C14 119.3(3) . . ?
C3 C8 C7 120.4(3) . . ?
C3 C8 C9 121.1(3) . . ?
C7 C8 C9 118.5(3) . . ?
O3 C19 O4 125.6(3) . . ?
O3 C19 C20 118.4(3) . . ?
O4 C19 C20 116.0(3) . . ?
C4 C3 C8 119.9(3) . . ?
C4 C3 C2 119.8(3) . . ?
C8 C3 C2 120.3(3) . . ?
C8 C7 C12 119.0(3) . . ?
C8 C7 C6 117.9(3) . . ?
C12 C7 C6 123.1(3) . . ?
C14 C15 C16 120.0(3) . . ?
C15 C14 C18 117.3(3) . . ?
C15 C14 C1 121.0(3) . . ?
C18 C14 C1 121.6(2) . . ?
N1 C16 C15 123.4(3) . . ?
N1 C17 C18 123.4(3) . . ?
C24 C23 C22 119.4(3) . . ?
C24 C23 C26 122.1(3) . . ?
C22 C23 C26 118.5(3) . . ?
O2 C13 N2 119.8(3) . . ?
O2 C13 C9 122.4(3) . . ?
N2 C13 C9 117.8(2) . . ?
C9 C10 C11 120.8(3) . . ?
C24 C25 C20 120.2(3) . . ?
C3 C4 C5 120.4(3) . . ?
C20 C21 C22 121.2(3) . . ?
C5 C6 C7 121.2(3) . . ?
C12 C11 C10 119.5(3) . . ?
O5 C26 C23 125.3(4) . . ?
C23 C24 C25 120.6(3) . . ?
C23 C22 C21 120.3(3) . . ?
C6 C5 C4 120.3(3) . . ?
C11 C12 C7 121.5(3) . . ?
C19 O4 Zn1 130.43(18) . . ?
C27 O6 Zn1 127.0(2) . . ?
C13 N2 C2 124.6(2) . . ?
C13 N2 C1 116.9(2) . . ?
C2 N2 C1 118.5(2) . . ?
C16 N1 C17 116.6(2) . . ?
C16 N1 Zn1 117.88(18) . . ?
C17 N1 Zn1 124.72(18) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O4 2.0754(17) . ?
Zn1 O4 2.0754(17) 3 ?
Zn1 O6 2.118(2) . ?
Zn1 O6 2.118(2) 3 ?
Zn1 N1 2.195(2) 3 ?
Zn1 N1 2.195(2) . ?
C2 O1 1.217(3) . ?
C2 N2 1.407(4) . ?
C2 C3 1.476(4) . ?
C1 N2 1.472(3) . ?
C1 C14 1.514(4) . ?
C9 C10 1.371(4) . ?
C9 C8 1.422(4) . ?
C9 C13 1.476(4) . ?
C20 C21 1.373(4) . ?
C20 C25 1.397(4) . ?
C20 C19 1.511(4) . ?
C18 C17 1.381(4) . ?
C18 C14 1.384(4) . ?
C8 C3 1.408(4) . ?
C8 C7 1.415(4) . ?
C19 O3 1.246(3) . ?
C19 O4 1.261(3) . ?
C3 C4 1.382(4) . ?
C7 C12 1.419(5) . ?
C7 C6 1.421(4) . ?
C15 C14 1.371(4) . ?
C15 C16 1.379(4) . ?
C16 N1 1.330(3) . ?
C17 N1 1.341(3) . ?
C23 C24 1.371(4) . ?
C23 C22 1.377(4) . ?
C23 C26 1.489(4) . ?
C13 O2 1.219(3) . ?
C13 N2 1.395(4) . ?
C10 C11 1.410(4) . ?
C25 C24 1.388(4) . ?
C4 C5 1.403(5) . ?
C21 C22 1.383(4) . ?
C6 C5 1.369(5) . ?
C11 C12 1.361(4) . ?
C26 O5 1.180(4) . ?
C27 O6 1.409(4) . ?
