#------------------------------------------------------------------------------
#$Date: 2019-11-23 10:11:09 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232814 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/81/4348194.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_4348194
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 Hg N6 O4'
_chemical_formula_weight         882.15
_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                 104.923(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.7824(3)
_cell_length_b                   12.0395(3)
_cell_length_c                   19.7994(5)
_cell_measurement_reflns_used    5824
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.75
_cell_measurement_theta_min      2.21
_cell_volume                     3404.91(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_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  0.0474
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25357
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    4.727
_exptl_absorpt_correction_T_max  0.448
_exptl_absorpt_correction_T_min  0.282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Face indexing'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.17
_refine_diff_density_max         3.499
_refine_diff_density_min         -2.987
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3066
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0720
_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)+(0.0000P)²+100.1221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1346
_refine_ls_wR_factor_ref         0.1432
_reflns_number_gt                2402
_reflns_number_total             3066
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4qi00028e4.cif
_cod_data_source_block           Complex3
_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_sg_symbol_H-M      C2/c
_cod_database_code               4348194
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 0.5717(6) 0.0356(8) 0.1264(5) 0.040(2) Uani 1 1 d .
H1 H 0.5513 -0.0223 0.0951 0.048 Uiso 1 1 calc R
C2 C 0.5992(7) 0.1368(9) 0.2174(5) 0.049(3) Uani 1 1 d .
H2 H 0.6012 0.1627 0.2620 0.058 Uiso 1 1 calc R
C3 C 0.6381(7) 0.1888(9) 0.1713(5) 0.052(3) Uani 1 1 d .
H3 H 0.6707 0.2557 0.1779 0.062 Uiso 1 1 calc R
C4 C 0.6512(8) 0.1427(8) 0.0493(5) 0.053(3) Uani 1 1 d .
H4A H 0.6203 0.0898 0.0139 0.064 Uiso 1 1 calc R
H4B H 0.7181 0.1293 0.0595 0.064 Uiso 1 1 calc R
C5 C 0.6310(7) 0.2581(8) 0.0208(5) 0.048(3) Uani 1 1 d .
H5 H 0.6660 0.2698 -0.0139 0.058 Uiso 1 1 calc R
H20B H 0.6550 0.3102 0.0586 0.058 Uiso 1 1 calc R
C6 C 0.5290(7) 0.2872(9) -0.0125(5) 0.050(3) Uani 1 1 d .
H6 H 0.5268 0.3593 -0.0347 0.060 Uiso 1 1 calc R
H21B H 0.5038 0.2332 -0.0488 0.060 Uiso 1 1 calc R
C7 C 0.4044(7) 0.2034(7) 0.0347(5) 0.040(2) Uani 1 1 d .
C8 C 0.3379(6) 0.2160(8) 0.0786(5) 0.040(2) Uani 1 1 d .
C9 C 0.2729(7) 0.1343(9) 0.0786(5) 0.054(3) Uani 1 1 d .
H9 H 0.2713 0.0707 0.0517 0.065 Uiso 1 1 calc R
C10 C 0.2084(8) 0.1474(11) 0.1199(6) 0.065(3) Uani 1 1 d .
H10 H 0.1657 0.0911 0.1209 0.078 Uiso 1 1 calc R
C11 C 0.2080(8) 0.2401(10) 0.1575(6) 0.063(3) Uani 1 1 d .
H29 H 0.1629 0.2484 0.1823 0.076 Uiso 1 1 calc R
C12 C 0.2737(7) 0.3242(9) 0.1601(5) 0.048(2) Uani 1 1 d .
C13 C 0.3397(6) 0.3127(8) 0.1197(5) 0.039(2) Uani 1 1 d .
C14 C 0.2798(8) 0.4202(10) 0.2023(6) 0.064(3) Uani 1 1 d .
H26 H 0.2384 0.4290 0.2302 0.077 Uiso 1 1 calc R
C15 C 0.3451(9) 0.4995(11) 0.2026(6) 0.071(3) Uani 1 1 d .
H15 H 0.3469 0.5626 0.2300 0.085 Uiso 1 1 calc R
C16 C 0.4092(8) 0.4881(9) 0.1629(6) 0.057(3) Uani 1 1 d .
H16 H 0.4539 0.5430 0.1643 0.069 Uiso 1 1 calc R
C17 C 0.4070(7) 0.3958(8) 0.1211(5) 0.042(2) Uani 1 1 d .
C18 C 0.4754(7) 0.3844(7) 0.0792(5) 0.043(2) Uani 1 1 d .
Cl1 Cl 0.6262(4) -0.1846(5) 0.3349(3) 0.170(3) Uani 1 1 d .
Hg1 Hg 0.5000 -0.08939(6) 0.2500 0.0759(3) Uani 1 2 d S
N1 N 0.5569(6) 0.0411(6) 0.1892(4) 0.0428(19) Uani 1 1 d .
N2 N 0.6197(5) 0.1238(6) 0.1133(4) 0.0386(18) Uani 1 1 d .
N3 N 0.4675(5) 0.2904(6) 0.0361(4) 0.0411(19) Uani 1 1 d .
O1 O 0.4058(5) 0.1226(6) -0.0019(4) 0.0567(19) Uani 1 1 d .
O2 O 0.5362(5) 0.4527(6) 0.0800(4) 0.062(2) Uani 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 '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'
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 111.5(8) . .
N1 C1 H1 124.2 . .
N2 C1 H1 124.2 . .
C3 C2 N1 110.3(8) . .
C3 C2 H2 124.9 . .
N1 C2 H2 124.9 . .
C2 C3 N2 106.0(8) . .
C2 C3 H3 127.0 . .
N2 C3 H3 127.0 . .
N2 C4 C5 113.0(8) . .
N2 C4 H4A 109.0 . .
C5 C4 H4A 109.0 . .
N2 C4 H4B 109.0 . .
C5 C4 H4B 109.0 . .
H4A C4 H4B 107.8 . .
C4 C5 C6 117.0(9) . .
C4 C5 H5 108.0 . .
C6 C5 H5 108.0 . .
C4 C5 H20B 108.0 . .
C6 C5 H20B 108.0 . .
H5 C5 H20B 107.3 . .
N3 C6 C5 115.4(8) . .
N3 C6 H6 108.4 . .
C5 C6 H6 108.4 . .
N3 C6 H21B 108.4 . .
C5 C6 H21B 108.4 . .
H6 C6 H21B 107.5 . .
O1 C7 N3 119.9(8) . .
O1 C7 C8 123.1(9) . .
N3 C7 C8 116.9(8) . .
C9 C8 C13 119.8(9) . .
C9 C8 C7 119.9(9) . .
C13 C8 C7 120.3(8) . .
C8 C9 C10 119.7(11) . .
C8 C9 H9 120.1 . .
C10 C9 H9 120.1 . .
C11 C10 C9 120.9(11) . .
C11 C10 H10 119.6 . .
C9 C10 H10 119.6 . .
C10 C11 C12 121.4(10) . .
C10 C11 H29 119.3 . .
C12 C11 H29 119.3 . .
C11 C12 C14 123.5(10) . .
C11 C12 C13 118.8(10) . .
C14 C12 C13 117.7(10) . .
C17 C13 C8 120.4(8) . .
C17 C13 C12 120.3(9) . .
C8 C13 C12 119.3(9) . .
C15 C14 C12 121.0(10) . .
C15 C14 H26 119.5 . .
C12 C14 H26 119.5 . .
C14 C15 C16 121.2(11) . .
C14 C15 H15 119.4 . .
C16 C15 H15 119.4 . .
C17 C16 C15 120.4(11) . .
C17 C16 H16 119.8 . .
C15 C16 H16 119.8 . .
C16 C17 C13 119.5(9) . .
C16 C17 C18 120.0(9) . .
C13 C17 C18 120.5(8) . .
O2 C18 N3 119.9(8) . .
O2 C18 C17 123.0(9) . .
N3 C18 C17 117.1(8) . .
N1 Hg1 N1 92.3(4) . 2_655
N1 Hg1 Cl1 106.3(2) . 2_655
N1 Hg1 Cl1 111.5(2) 2_655 2_655
N1 Hg1 Cl1 111.5(2) . .
N1 Hg1 Cl1 106.3(2) 2_655 .
Cl1 Hg1 Cl1 124.2(3) 2_655 .
C1 N1 C2 105.0(8) . .
C1 N1 Hg1 129.8(6) . .
C2 N1 Hg1 124.3(6) . .
C1 N2 C3 107.1(7) . .
C1 N2 C4 126.1(8) . .
C3 N2 C4 126.7(8) . .
C7 N3 C18 124.6(8) . .
C7 N3 C6 118.9(8) . .
C18 N3 C6 116.4(8) . .
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(11) .
C1 N2 1.338(11) .
C1 H1 0.9300 .
C2 C3 1.350(13) .
C2 N1 1.361(12) .
C2 H2 0.9300 .
C3 N2 1.359(11) .
C3 H3 0.9300 .
C4 N2 1.477(11) .
C4 C5 1.501(13) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C6 1.522(14) .
C5 H5 0.9700 .
C5 H20B 0.9700 .
C6 N3 1.485(11) .
C6 H6 0.9700 .
C6 H21B 0.9700 .
C7 O1 1.217(11) .
C7 N3 1.397(11) .
C7 C8 1.478(12) .
C8 C9 1.375(13) .
C8 C13 1.417(13) .
C9 C10 1.415(15) .
C9 H9 0.9300 .
C10 C11 1.342(16) .
C10 H10 0.9300 .
C11 C12 1.396(15) .
C11 H29 0.9300 .
C12 C14 1.415(15) .
C12 C13 1.419(12) .
C13 C17 1.406(13) .
C14 C15 1.357(16) .
C14 H26 0.9300 .
C15 C16 1.385(15) .
C15 H15 0.9300 .
C16 C17 1.381(13) .
C16 H16 0.9300 .
C17 C18 1.470(12) .
C18 O2 1.216(11) .
C18 N3 1.403(11) .
Cl1 Hg1 2.451(5) .
Hg1 N1 2.268(7) .
Hg1 N1 2.268(7) 2_655
Hg1 Cl1 2.451(5) 2_655
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
N1 C2 C3 N2 -0.2(12) .
N2 C4 C5 C6 -71.0(12) .
C4 C5 C6 N3 66.6(12) .
O1 C7 C8 C9 -0.7(15) .
N3 C7 C8 C9 178.9(9) .
O1 C7 C8 C13 -179.7(9) .
N3 C7 C8 C13 -0.1(13) .
C13 C8 C9 C10 -0.1(15) .
C7 C8 C9 C10 -179.0(9) .
C8 C9 C10 C11 1.9(17) .
C9 C10 C11 C12 -3.2(18) .
C10 C11 C12 C14 -176.0(11) .
C10 C11 C12 C13 2.6(16) .
C9 C8 C13 C17 178.8(9) .
C7 C8 C13 C17 -2.3(13) .
C9 C8 C13 C12 -0.4(14) .
C7 C8 C13 C12 178.5(8) .
C11 C12 C13 C17 -180.0(9) .
C14 C12 C13 C17 -1.3(14) .
C11 C12 C13 C8 -0.8(14) .
C14 C12 C13 C8 177.9(9) .
C11 C12 C14 C15 -179.8(11) .
C13 C12 C14 C15 1.5(16) .
C12 C14 C15 C16 -1.4(19) .
C14 C15 C16 C17 0.9(19) .
C15 C16 C17 C13 -0.6(16) .
C15 C16 C17 C18 -179.9(10) .
C8 C13 C17 C16 -178.4(9) .
C12 C13 C17 C16 0.9(14) .
C8 C13 C17 C18 0.9(14) .
C12 C13 C17 C18 -179.9(9) .
C16 C17 C18 O2 1.1(15) .
C13 C17 C18 O2 -178.2(9) .
C16 C17 C18 N3 -178.0(9) .
C13 C17 C18 N3 2.7(13) .
N2 C1 N1 C2 -1.1(11) .
N2 C1 N1 Hg1 -170.1(6) .
C3 C2 N1 C1 0.8(12) .
C3 C2 N1 Hg1 170.6(7) .
N1 Hg1 N1 C1 -152.9(10) 2_655
Cl1 Hg1 N1 C1 -39.6(9) 2_655
Cl1 Hg1 N1 C1 98.6(8) .
N1 Hg1 N1 C2 40.0(7) 2_655
Cl1 Hg1 N1 C2 153.2(7) 2_655
Cl1 Hg1 N1 C2 -68.6(8) .
N1 C1 N2 C3 1.0(11) .
N1 C1 N2 C4 177.7(9) .
C2 C3 N2 C1 -0.4(11) .
C2 C3 N2 C4 -177.2(9) .
C5 C4 N2 C1 133.6(10) .
C5 C4 N2 C3 -50.2(14) .
O1 C7 N3 C18 -176.4(9) .
C8 C7 N3 C18 4.0(13) .
O1 C7 N3 C6 5.9(14) .
C8 C7 N3 C6 -173.7(8) .
O2 C18 N3 C7 175.5(9) .
C17 C18 N3 C7 -5.3(13) .
O2 C18 N3 C6 -6.7(13) .
C17 C18 N3 C6 172.5(8) .
C5 C6 N3 C7 -105.4(10) .
C5 C6 N3 C18 76.6(11) .
