#------------------------------------------------------------------------------
#$Date: 2019-11-23 10:11:35 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232816 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/81/4348196.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_4348196
loop_
_publ_author_name
'Nath, Jayanta Kumar'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Twisted conformations in complexes of
 N-(3-imidazol-1-yl-propyl)-1,8-naphthalimide and fluorescence properties
;
_journal_issue                   4
_journal_name_full               'Inorg. Chem. Front.'
_journal_page_first              342
_journal_paper_doi               10.1039/C4QI00028E
_journal_volume                  1
_journal_year                    2014
_chemical_formula_sum            'C36 H30 Cl2 N6 O4 Zn'
_chemical_formula_weight         746.93
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 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                 104.612(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.6120(18)
_cell_length_b                   11.8925(18)
_cell_length_c                   19.488(3)
_cell_measurement_reflns_used    5750
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.02
_cell_measurement_theta_min      2.24
_cell_volume                     3277.0(8)
_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      296(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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  0.0501
_diffrn_reflns_av_sigmaI/netI    0.0453
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15876
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.964
_exptl_absorpt_correction_T_max  0.841
_exptl_absorpt_correction_T_min  0.758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Face indexing'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2919
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.984
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0488
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1353
_refine_ls_wR_factor_ref         0.1446
_reflns_number_gt                2156
_reflns_number_total             2919
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4qi00028e2.cif
_cod_data_source_block           Complex1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        3276.9(8)
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               4348196
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
C1 C 1.0698(2) 0.5334(2) 0.12868(16) 0.0355(7) Uani 1 1 d .
H1 H 1.0470 0.4743 0.0978 0.043 Uiso 1 1 calc R
C2 C 1.1019(2) 0.6403(2) 0.21981(16) 0.0433(8) Uani 1 1 d .
H2 H 1.1050 0.6689 0.2648 0.052 Uiso 1 1 calc R
C3 C 1.1407(2) 0.6888(2) 0.17171(17) 0.0460(8) Uani 1 1 d .
H3 H 1.1749 0.7555 0.1769 0.055 Uiso 1 1 calc R
C4 C 1.1507(2) 0.6355(2) 0.04782(17) 0.0445(8) Uani 1 1 d .
H4A H 1.1174 0.5821 0.0127 0.053 Uiso 1 1 calc R
H4B H 1.2177 0.6187 0.0575 0.053 Uiso 1 1 calc R
C5 C 1.1338(2) 0.7529(3) 0.01715(17) 0.0437(8) Uani 1 1 d .
H5A H 1.1613 0.8062 0.0543 0.052 Uiso 1 1 calc R
H5B H 1.1677 0.7604 -0.0195 0.052 Uiso 1 1 calc R
C6 C 1.0317(2) 0.7859(3) -0.01424(16) 0.0417(8) Uani 1 1 d .
H6A H 1.0310 0.8583 -0.0373 0.050 Uiso 1 1 calc R
H6B H 1.0039 0.7316 -0.0507 0.050 Uiso 1 1 calc R
C7 C 0.9056(2) 0.7077(2) 0.03592(16) 0.0382(7) Uani 1 1 d .
C8 C 0.8389(2) 0.7235(2) 0.08049(15) 0.0342(7) Uani 1 1 d .
C9 C 0.7718(2) 0.6426(3) 0.08214(17) 0.0456(8) Uani 1 1 d .
H9 H 0.7701 0.5767 0.0562 0.055 Uiso 1 1 calc R
C10 C 0.7060(2) 0.6589(3) 0.12266(18) 0.0513(9) Uani 1 1 d .
H10 H 0.6604 0.6044 0.1227 0.062 Uiso 1 1 calc R
C11 C 0.7085(2) 0.7542(3) 0.16206(17) 0.0479(8) Uani 1 1 d .
H11 H 0.6642 0.7640 0.1884 0.057 Uiso 1 1 calc R
C12 C 0.7770(2) 0.8381(3) 0.16340(16) 0.0405(8) Uani 1 1 d .
C13 C 0.8427(2) 0.8225(2) 0.12160(15) 0.0339(7) Uani 1 1 d .
C14 C 0.7841(2) 0.9368(3) 0.20497(18) 0.0479(9) Uani 1 1 d .
H14 H 0.7421 0.9481 0.2331 0.057 Uiso 1 1 calc R
C15 C 0.8517(3) 1.0154(3) 0.20425(19) 0.0553(9) Uani 1 1 d .
H15 H 0.8550 1.0801 0.2316 0.066 Uiso 1 1 calc R
C16 C 0.9165(2) 0.9999(2) 0.16263(17) 0.0456(8) Uani 1 1 d .
H16 H 0.9623 1.0543 0.1627 0.055 Uiso 1 1 calc R
C17 C 0.9128(2) 0.9049(2) 0.12170(15) 0.0367(7) Uani 1 1 d .
C18 C 0.9813(2) 0.8886(2) 0.07881(15) 0.0376(7) Uani 1 1 d .
Cl1 Cl 1.10970(9) 0.33211(10) 0.32646(6) 0.0970(5) Uani 1 1 d .
N1 N 1.05704(17) 0.54268(19) 0.19306(12) 0.0368(6) Uani 1 1 d .
N2 N 1.11970(16) 0.62016(19) 0.11340(12) 0.0351(6) Uani 1 1 d .
N3 N 0.97090(16) 0.79340(18) 0.03551(12) 0.0347(6) Uani 1 1 d .
O1 O 0.90487(16) 0.62386(17) -0.00060(11) 0.0499(6) Uani 1 1 d .
O2 O 1.04502(16) 0.95532(17) 0.07882(12) 0.0522(6) Uani 1 1 d .
Zn1 Zn 1.0000 0.43240(4) 0.2500 0.0443(2) Uani 1 2 d S
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'
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
N1 C1 N2 111.3(3) . .
C3 C2 N1 110.1(3) . .
C2 C3 N2 106.1(3) . .
N2 C4 C5 113.7(2) . .
C6 C5 C4 116.3(3) . .
N3 C6 C5 116.5(2) . .
O1 C7 N3 119.7(3) . .
O1 C7 C8 122.5(3) . .
N3 C7 C8 117.7(2) . .
C9 C8 C13 119.5(3) . .
C9 C8 C7 120.3(3) . .
C13 C8 C7 120.1(3) . .
C8 C9 C10 120.6(3) . .
C11 C10 C9 120.5(3) . .
C10 C11 C12 121.1(3) . .
C11 C12 C14 123.1(3) . .
C11 C12 C13 118.5(3) . .
C14 C12 C13 118.4(3) . .
C17 C13 C8 120.0(3) . .
C17 C13 C12 120.2(3) . .
C8 C13 C12 119.8(3) . .
C15 C14 C12 120.8(3) . .
C14 C15 C16 120.7(3) . .
C17 C16 C15 120.6(3) . .
C16 C17 C13 119.4(3) . .
C16 C17 C18 120.3(3) . .
C13 C17 C18 120.3(3) . .
O2 C18 N3 119.5(3) . .
O2 C18 C17 122.8(3) . .
N3 C18 C17 117.6(3) . .
C1 N1 C2 105.3(2) . .
C1 N1 Zn1 130.0(2) . .
C2 N1 Zn1 124.3(2) . .
C1 N2 C3 107.2(3) . .
C1 N2 C4 126.4(2) . .
C3 N2 C4 126.4(2) . .
C18 N3 C7 123.9(3) . .
C18 N3 C6 117.0(2) . .
C7 N3 C6 119.0(2) . .
N1 Zn1 N1 99.41(13) . 2_755
N1 Zn1 Cl1 112.63(7) . .
N1 Zn1 Cl1 107.74(7) 2_755 .
N1 Zn1 Cl1 107.74(7) . 2_755
N1 Zn1 Cl1 112.63(7) 2_755 2_755
Cl1 Zn1 Cl1 115.58(8) . 2_755
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.319(4) .
C1 N2 1.339(4) .
C2 C3 1.342(4) .
C2 N1 1.370(3) .
C3 N2 1.370(4) .
C4 N2 1.471(4) .
C4 C5 1.514(4) .
C5 C6 1.514(4) .
C6 N3 1.474(3) .
C7 O1 1.224(3) .
C7 N3 1.398(4) .
C7 C8 1.472(4) .
C8 C9 1.380(4) .
C8 C13 1.417(4) .
C9 C10 1.403(4) .
C10 C11 1.364(5) .
C11 C12 1.410(4) .
C12 C14 1.414(4) .
C12 C13 1.419(4) .
C13 C17 1.417(4) .
C14 C15 1.364(5) .
C15 C16 1.405(4) .
C16 C17 1.377(4) .
C17 C18 1.470(4) .
C18 O2 1.223(3) .
C18 N3 1.397(4) .
Cl1 Zn1 2.2377(11) .
N1 Zn1 2.028(2) .
Zn1 N1 2.028(2) 2_755
Zn1 Cl1 2.2378(11) 2_755
