#------------------------------------------------------------------------------
#$Date: 2015-10-09 11:09:46 +0300 (Fri, 09 Oct 2015) $
#$Revision: 161228 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/64/7036424.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_7036424
loop_
_publ_author_name
'Liu, Jian-Jun'
'Guan, Ying-Fang'
'Chen, Yong'
'Lin, Mei-Jin'
'Huang, Chang-Cang'
'Dai, Wen-Xin'
_publ_section_title
;
 The impact of lone pair-π interactions on photochromic properties in 1-D
 naphthalene diimide coordination networks.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17312
_journal_page_last               17317
_journal_paper_doi               10.1039/c5dt02970h
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C24 H12 I2 N4 O4 Zn'
_chemical_formula_sum            'C24 H12 I2 N4 O4 Zn'
_chemical_formula_weight         739.55
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2015-07-16 deposited with the CCDC.
2015-09-07 downloaded from the CCDC.
;
_cell_angle_alpha                110.32(3)
_cell_angle_beta                 93.68(3)
_cell_angle_gamma                112.89(3)
_cell_formula_units_Z            2
_cell_length_a                   11.893(2)
_cell_length_b                   12.193(2)
_cell_length_c                   14.724(3)
_cell_measurement_reflns_used    11609
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4872
_cell_measurement_theta_min      3.0725
_cell_volume                     1794.9(9)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Saturn724 (2x2 bin mode)'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_av_unetI/netI     0.0769
_diffrn_reflns_laue_measured_fraction_full 0.994
_diffrn_reflns_laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17645
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.073
_exptl_absorpt_coefficient_mu    2.431
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_platon_squeeze_details
;
SQUEEZE removed 2.5 disordered NMP  molecules per formula unit. 
This value calculated based upon volume/count_electrons analysis and TG-MS analysis.
;
_refine_diff_density_max         0.927
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         8121
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0583
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0833P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1585
_refine_ls_wR_factor_ref         0.1752
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5343
_reflns_number_total             8121
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt02970h2.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 7036422--7036424.cif.
;
_cod_original_cell_volume        1794.8(8)
_cod_database_code               7036424
_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.
;
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Zn1 Zn 0.13958(5) 0.32402(6) 0.28352(5) 0.04512(18) Uani 1 1 d . .
I1 I 0.10089(4) 0.34842(5) 0.45819(3) 0.06444(16) Uani 1 1 d . .
I2 I 0.11418(5) 0.10916(4) 0.15418(3) 0.06919(17) Uani 1 1 d . .
N1 N 0.3209(4) 0.4577(5) 0.3097(3) 0.0462(10) Uani 1 1 d . .
N2 N 0.6927(4) 0.7519(4) 0.4073(3) 0.0451(10) Uani 1 1 d . .
N3 N 0.0276(4) 0.3902(5) 0.2261(3) 0.0499(11) Uani 1 1 d . .
N4 N -0.2522(4) 0.4612(5) 0.1044(3) 0.0451(10) Uani 1 1 d . .
O1 O 0.6543(4) 0.8116(4) 0.5610(3) 0.0676(12) Uani 1 1 d . .
O2 O 0.7295(4) 0.6811(4) 0.2542(3) 0.0693(13) Uani 1 1 d . .
O3 O -0.3850(4) 0.3249(5) 0.1613(4) 0.0795(15) Uani 1 1 d . .
O4 O -0.1107(4) 0.6198(4) 0.0653(3) 0.0597(11) Uani 1 1 d . .
C1 C 0.3537(6) 0.5653(7) 0.2923(6) 0.075(2) Uani 1 1 d . .
H1 H 0.2912 0.5753 0.2595 0.090 Uiso 1 1 calc R U
C2 C 0.4759(6) 0.6632(7) 0.3204(6) 0.074(2) Uani 1 1 d . .
H2 H 0.4953 0.7363 0.3063 0.089 Uiso 1 1 calc R U
C3 C 0.5656(5) 0.6477(5) 0.3692(4) 0.0437(12) Uani 1 1 d . .
C4 C 0.5363(5) 0.5348(6) 0.3816(5) 0.0571(15) Uani 1 1 d . .
H4 H 0.5983 0.5206 0.4106 0.068 Uiso 1 1 calc R U
C5 C 0.4153(5) 0.4439(6) 0.3509(5) 0.0586(15) Uani 1 1 d . .
H5 H 0.3967 0.3668 0.3589 0.070 Uiso 1 1 calc R U
C6 C 0.7270(5) 0.8319(5) 0.5085(4) 0.0467(12) Uani 1 1 d . .
C7 C 0.8572(5) 0.9381(5) 0.5460(4) 0.0439(12) Uani 1 1 d . .
C8 C 0.8991(5) 1.0259(6) 0.6465(4) 0.0513(14) Uani 1 1 d . .
H8 H 0.8451 1.0179 0.6893 0.062 Uiso 1 1 calc R U
C9 C 0.9379(5) 0.9511(5) 0.4817(4) 0.0390(10) Uani 1 1 d . .
C10 C 0.8985(5) 0.8643(5) 0.3800(4) 0.0418(11) Uani 1 1 d . .
C11 C 0.9824(5) 0.8782(6) 0.3188(4) 0.0541(15) Uani 1 1 d . .
H11 H 0.9564 0.8201 0.2523 0.065 Uiso 1 1 calc R U
C12 C 0.7697(5) 0.7619(5) 0.3412(4) 0.0454(12) Uani 1 1 d . .
C13 C -0.0269(6) 0.4571(6) 0.2849(4) 0.0578(15) Uani 1 1 d . .
H13 H -0.0042 0.4840 0.3535 0.069 Uiso 1 1 calc R U
C14 C -0.1133(6) 0.4861(6) 0.2473(4) 0.0567(15) Uani 1 1 d . .
H14 H -0.1474 0.5344 0.2897 0.068 Uiso 1 1 calc R U
C15 C -0.1498(5) 0.4442(6) 0.1473(4) 0.0470(12) Uani 1 1 d . .
C16 C -0.0902(6) 0.3859(8) 0.0886(4) 0.0686(19) Uani 1 1 d . .
H16 H -0.1076 0.3645 0.0206 0.082 Uiso 1 1 calc R U
C17 C -0.0033(6) 0.3578(8) 0.1297(5) 0.0653(18) Uani 1 1 d . .
H17 H 0.0351 0.3144 0.0879 0.078 Uiso 1 1 calc R U
C18 C -0.3712(5) 0.3915(6) 0.1152(4) 0.0502(13) Uani 1 1 d . .
C19 C -0.4755(5) 0.4058(5) 0.0680(4) 0.0441(12) Uani 1 1 d . .
C20 C -0.5953(5) 0.3380(6) 0.0735(5) 0.0555(14) Uani 1 1 d . .
H20 H -0.6107 0.2834 0.1070 0.067 Uiso 1 1 calc R U
C21 C -0.4503(5) 0.4936(5) 0.0216(3) 0.0395(11) Uani 1 1 d . .
C22 C -0.3275(4) 0.5652(5) 0.0161(4) 0.0406(11) Uani 1 1 d . .
C23 C -0.3059(5) 0.6500(6) -0.0295(4) 0.0521(14) Uani 1 1 d . .
H23 H -0.2243 0.6999 -0.0310 0.062 Uiso 1 1 calc R U
C24 C -0.2211(5) 0.5517(6) 0.0616(4) 0.0451(12) 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'
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'
I I -0.4742 1.8119 '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 Zn1 N3 106.40(19) . .
N1 Zn1 I2 107.59(13) . .
N3 Zn1 I2 109.76(14) . .
N1 Zn1 I1 104.44(13) . .
N3 Zn1 I1 105.86(13) . .
I2 Zn1 I1 121.79(4) . .
C5 N1 C1 115.7(5) . .
C5 N1 Zn1 120.3(4) . .
C1 N1 Zn1 123.9(4) . .
C12 N2 C6 125.6(4) . .
C12 N2 C3 117.7(4) . .
C6 N2 C3 116.7(4) . .
C17 N3 C13 117.2(5) . .
C17 N3 Zn1 121.3(4) . .
C13 N3 Zn1 121.1(4) . .
C18 N4 C24 125.9(4) . .
C18 N4 C15 116.8(4) . .
C24 N4 C15 117.1(4) . .
N1 C1 C2 123.8(6) . .
N1 C1 H1 118.1 . .
C2 C1 H1 118.1 . .
C3 C2 C1 117.3(6) . .
C3 C2 H2 121.4 . .
C1 C2 H2 121.4 . .
C2 C3 C4 120.0(5) . .
C2 C3 N2 119.4(5) . .
C4 C3 N2 120.5(5) . .
C5 C4 C3 118.6(5) . .
C5 C4 H4 120.7 . .
C3 C4 H4 120.7 . .
N1 C5 C4 124.2(6) . .
N1 C5 H5 117.9 . .
C4 C5 H5 117.9 . .
O1 C6 N2 120.5(5) . .
O1 C6 C7 123.6(5) . .
N2 C6 C7 115.9(4) . .
C9 C7 C8 119.8(5) . .
C9 C7 C6 120.3(4) . .
C8 C7 C6 119.9(5) . .
C11 C8 C7 120.2(5) 2_776 .
C11 C8 H8 119.9 2_776 .
C7 C8 H8 119.9 . .
C7 C9 C9 119.9(6) . 2_776
C7 C9 C10 121.2(5) . .
C9 C9 C10 118.9(6) 2_776 .
C11 C10 C9 119.6(5) . .
C11 C10 C12 121.1(5) . .
C9 C10 C12 119.3(5) . .
C8 C11 C10 121.6(5) 2_776 .
C8 C11 H11 119.2 2_776 .
C10 C11 H11 119.2 . .
O2 C12 N2 119.1(5) . .
O2 C12 C10 123.0(5) . .
N2 C12 C10 117.8(4) . .
N3 C13 C14 122.1(5) . .
N3 C13 H13 118.9 . .
C14 C13 H13 118.9 . .
C13 C14 C15 119.6(5) . .
C13 C14 H14 120.2 . .
C15 C14 H14 120.2 . .
C16 C15 C14 118.7(5) . .
C16 C15 N4 120.5(5) . .
C14 C15 N4 120.7(5) . .
C15 C16 C17 119.6(5) . .
C15 C16 H16 120.2 . .
C17 C16 H16 120.2 . .
N3 C17 C16 122.4(5) . .
N3 C17 H17 118.8 . .
C16 C17 H17 118.8 . .
O3 C18 N4 120.1(5) . .
O3 C18 C19 123.5(5) . .
N4 C18 C19 116.4(5) . .
C20 C19 C21 120.3(5) . .
C20 C19 C18 119.7(5) . .
C21 C19 C18 120.0(5) . .
C19 C20 C23 120.5(5) . 2_465
C19 C20 H20 119.8 . .
C23 C20 H20 119.8 2_465 .
C21 C21 C22 119.8(6) 2_465 .
C21 C21 C19 119.1(6) 2_465 .
C22 C21 C19 121.1(5) . .
C23 C22 C21 119.7(5) . .
C23 C22 C24 120.1(5) . .
C21 C22 C24 120.2(5) . .
C22 C23 C20 120.6(5) . 2_465
C22 C23 H23 119.7 . .
C20 C23 H23 119.7 2_465 .
O4 C24 N4 121.4(5) . .
O4 C24 C22 122.4(5) . .
N4 C24 C22 116.2(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N1 2.044(4) .
Zn1 N3 2.075(5) .
Zn1 I2 2.5351(13) .
Zn1 I1 2.5773(9) .
N1 C5 1.336(7) .
N1 C1 1.338(8) .
N2 C12 1.383(7) .
N2 C6 1.392(7) .
N2 C3 1.455(7) .
N3 C17 1.318(7) .
N3 C13 1.352(7) .
N4 C18 1.393(7) .
N4 C24 1.394(7) .
N4 C15 1.454(6) .
O1 C6 1.209(7) .
O2 C12 1.232(6) .
O3 C18 1.200(7) .
O4 C24 1.237(6) .
C1 C2 1.392(9) .
C1 H1 0.9300 .
C2 C3 1.358(8) .
C2 H2 0.9300 .
C3 C4 1.363(8) .
C4 C5 1.353(8) .
C4 H4 0.9300 .
C5 H5 0.9300 .
C6 C7 1.487(7) .
C7 C9 1.395(7) .
C7 C8 1.406(7) .
C8 C11 1.351(8) 2_776
C8 H8 0.9300 .
C9 C9 1.405(10) 2_776
C9 C10 1.416(7) .
C10 C11 1.387(7) .
C10 C12 1.462(7) .
C11 C8 1.351(8) 2_776
C11 H11 0.9300 .
C13 C14 1.355(8) .
C13 H13 0.9300 .
C14 C15 1.356(7) .
C14 H14 0.9300 .
C15 C16 1.341(8) .
C16 C17 1.374(8) .
C16 H16 0.9300 .
C17 H17 0.9300 .
C18 C19 1.482(7) .
C19 C20 1.365(8) .
C19 C21 1.409(7) .
C20 C23 1.386(8) 2_465
C20 H20 0.9300 .
C21 C21 1.395(10) 2_465
C21 C22 1.405(7) .
C22 C23 1.373(8) .
C22 C24 1.485(7) .
C23 C20 1.386(8) 2_465
C23 H23 0.9300 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 1.000 0.361 776 143 ' '
