#------------------------------------------------------------------------------
#$Date: 2017-07-14 07:56:23 +0300 (Fri, 14 Jul 2017) $
#$Revision: 198718 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/86/7228683.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_7228683
loop_
_publ_author_name
'Liu, Jie'
'Li, Pei-Xin'
'Zeng, Hui-Yi'
'Guo, Guo-Cong'
_publ_section_title
;
 Two new photochromic coordination compounds with nonphotochromic ligands
 and different metal centers
;
_journal_issue                   55
_journal_name_full               'RSC Adv.'
_journal_page_first              34901
_journal_paper_doi               10.1039/C7RA05352E
_journal_volume                  7
_journal_year                    2017
_chemical_formula_moiety
;
0.5(C10 H8 N2)\"i?1/2\"i?1/2Zn\"i?1/2\"i?1/22(C4 H5 O2)
;
_chemical_formula_sum            'C13 H14 N O4 Zn'
_chemical_formula_weight         313.64
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2017-04-05 deposited with the CCDC.
2017-06-26 downloaded from the CCDC.
;
_cell_angle_alpha                72.004(5)
_cell_angle_beta                 76.996(4)
_cell_angle_gamma                76.160(4)
_cell_formula_units_Z            2
_cell_length_a                   7.8730(4)
_cell_length_b                   9.2372(5)
_cell_length_c                   9.9610(5)
_cell_measurement_reflns_used    2551
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.2
_cell_volume                     659.95(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.813
_diffrn_measurement_device_type  'Rigaku Pilatus 200K'
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.954
_diffrn_reflns_Laue_measured_fraction_max 0.813
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6107
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.446
_diffrn_reflns_theta_min         2.179
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    1.869
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             322
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.706
_refine_diff_density_min         -1.754
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3260
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0818P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1148
_refine_ls_wR_factor_ref         0.1167
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2758
_reflns_number_total             3260
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ra05352e2.cif
_cod_data_source_block           lj64
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/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 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        659.96(6)
_cod_original_formula_sum        'C13 H14 N1 O4 Zn1'
_cod_database_code               7228683
_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 0.91448(3) 1.00109(3) 0.38503(3) 0.02867(13) Uani 1 1 d . .
C1 C 0.2618(5) 1.4292(4) 0.6530(5) 0.0726(12) Uani 1 1 d . .
H1A H 0.1750 1.4469 0.5930 0.109 Uiso 1 1 calc R U
H1B H 0.2156 1.3793 0.7498 0.109 Uiso 1 1 calc R U
H1C H 0.2890 1.5264 0.6494 0.109 Uiso 1 1 calc R U
C2 C 0.4271(4) 1.3278(3) 0.6015(4) 0.0465(7) Uani 1 1 d . .
H2A H 0.4266 1.2956 0.5219 0.056 Uiso 1 1 calc R U
C3 C 0.5721(4) 1.2805(3) 0.6584(3) 0.0409(6) Uani 1 1 d . .
H3A H 0.5753 1.3150 0.7360 0.049 Uiso 1 1 calc R U
C4 C 0.7317(3) 1.1757(3) 0.6078(3) 0.0309(5) Uani 1 1 d . .
C5 C 1.2374(6) 1.6038(4) 0.0254(4) 0.0670(10) Uani 1 1 d . .
H5A H 1.2201 1.6228 -0.0713 0.101 Uiso 1 1 calc R U
H5B H 1.1723 1.6893 0.0622 0.101 Uiso 1 1 calc R U
H5C H 1.3613 1.5923 0.0276 0.101 Uiso 1 1 calc R U
C6 C 1.1729(4) 1.4593(3) 0.1153(3) 0.0450(7) Uani 1 1 d . .
H6A H 1.1263 1.4078 0.0692 0.054 Uiso 1 1 calc R U
C7 C 1.1751(4) 1.3977(3) 0.2512(3) 0.0406(6) Uani 1 1 d . .
H7A H 1.2199 1.4482 0.2994 0.049 Uiso 1 1 calc R U
C8 C 1.1107(3) 1.2515(3) 0.3349(3) 0.0326(5) Uani 1 1 d . .
C11 C 0.8312(3) 0.9382(3) 0.1356(3) 0.0364(6) Uani 1 1 d . .
H11A H 0.9498 0.8901 0.1281 0.044 Uiso 1 1 calc R U
C12 C 0.7359(3) 0.9345(3) 0.0379(3) 0.0358(6) Uani 1 1 d . .
H12A H 0.7897 0.8872 -0.0349 0.043 Uiso 1 1 calc R U
C13 C 0.5567(3) 1.0029(3) 0.0494(2) 0.0258(5) Uani 1 1 d . .
C14 C 0.4882(3) 1.0758(3) 0.1574(3) 0.0326(5) Uani 1 1 d . .
H14A H 0.3703 1.1256 0.1671 0.039 Uiso 1 1 calc R U
C15 C 0.5930(4) 1.0750(3) 0.2500(3) 0.0340(5) Uani 1 1 d . .
H15A H 0.5435 1.1239 0.3222 0.041 Uiso 1 1 calc R U
O1 O 0.8549(3) 1.1342(2) 0.6787(2) 0.0421(5) Uani 1 1 d . .
O2 O 0.7318(3) 1.1339(2) 0.4986(2) 0.0415(5) Uani 1 1 d . .
O3 O 1.1463(3) 1.1961(2) 0.4594(2) 0.0454(5) Uani 1 1 d . .
O4 O 1.0304(3) 1.1920(2) 0.2764(2) 0.0411(5) Uani 1 1 d . .
N1 N 0.7640(3) 1.0067(2) 0.2409(2) 0.0284(4) 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'
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 Zn1 O1 160.77(9) . 2_776
O2 Zn1 N1 98.10(9) . .
O1 Zn1 N1 101.13(8) 2_776 .
O2 Zn1 O4 88.96(8) . .
O1 Zn1 O4 88.21(8) 2_776 .
N1 Zn1 O4 100.00(8) . .
O2 Zn1 O3 89.72(9) . 2_776
O1 Zn1 O3 86.77(9) 2_776 2_776
N1 Zn1 O3 99.10(8) . 2_776
O4 Zn1 O3 160.85(9) . 2_776
O2 Zn1 Zn1 75.32(6) . 2_776
O1 Zn1 Zn1 85.45(6) 2_776 2_776
N1 Zn1 Zn1 172.57(6) . 2_776
O4 Zn1 Zn1 83.51(6) . 2_776
O3 Zn1 Zn1 77.68(6) 2_776 2_776
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C3 C2 C1 125.9(4) . .
C3 C2 H2A 117.1 . .
C1 C2 H2A 117.1 . .
C2 C3 C4 124.6(3) . .
C2 C3 H3A 117.7 . .
C4 C3 H3A 117.7 . .
O1 C4 O2 125.0(2) . .
O1 C4 C3 116.8(2) . .
O2 C4 C3 118.2(2) . .
C6 C5 H5A 109.5 . .
C6 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C6 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C7 C6 C5 126.8(3) . .
C7 C6 H6A 116.6 . .
C5 C6 H6A 116.6 . .
C6 C7 C8 124.3(3) . .
C6 C7 H7A 117.9 . .
C8 C7 H7A 117.9 . .
O4 C8 O3 125.3(3) . .
O4 C8 C7 118.7(2) . .
O3 C8 C7 115.9(2) . .
N1 C11 C12 123.9(2) . .
N1 C11 H11A 118.1 . .
C12 C11 H11A 118.1 . .
C11 C12 C13 118.9(2) . .
C11 C12 H12A 120.6 . .
C13 C12 H12A 120.6 . .
C14 C13 C12 117.1(2) . .
C14 C13 C13 121.3(3) . 2_675
C12 C13 C13 121.7(3) . 2_675
C15 C14 C13 120.3(2) . .
C15 C14 H14A 119.9 . .
C13 C14 H14A 119.9 . .
N1 C15 C14 122.7(3) . .
N1 C15 H15A 118.6 . .
C14 C15 H15A 118.6 . .
C4 O1 Zn1 120.55(17) . 2_776
C4 O2 Zn1 133.53(18) . .
C8 O3 Zn1 130.22(19) . 2_776
C8 O4 Zn1 122.80(17) . .
C11 N1 C15 117.1(2) . .
C11 N1 Zn1 121.10(17) . .
C15 N1 Zn1 121.75(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O2 2.0334(19) .
Zn1 O1 2.0363(19) 2_776
Zn1 N1 2.038(2) .
Zn1 O4 2.0639(19) .
Zn1 O3 2.0700(19) 2_776
Zn1 Zn1 2.8993(5) 2_776
C1 C2 1.499(4) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C3 1.310(4) .
C2 H2A 0.9300 .
C3 C4 1.485(4) .
C3 H3A 0.9300 .
C4 O1 1.245(3) .
C4 O2 1.262(3) .
C5 C6 1.491(4) .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C6 C7 1.299(4) .
C6 H6A 0.9300 .
C7 C8 1.490(4) .
C7 H7A 0.9300 .
C8 O4 1.253(3) .
C8 O3 1.255(3) .
C11 N1 1.335(4) .
C11 C12 1.368(4) .
C11 H11A 0.9300 .
C12 C13 1.396(3) .
C12 H12A 0.9300 .
C13 C14 1.384(3) .
C13 C13 1.489(5) 2_675
C14 C15 1.366(4) .
C14 H14A 0.9300 .
C15 N1 1.339(3) .
C15 H15A 0.9300 .
O1 Zn1 2.0363(19) 2_776
O3 Zn1 2.0700(19) 2_776
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
C1 C2 C3 C4 177.8(3) . .
C2 C3 C4 O1 -175.9(3) . .
C2 C3 C4 O2 3.1(4) . .
C5 C6 C7 C8 -179.2(3) . .
C6 C7 C8 O4 -8.6(4) . .
C6 C7 C8 O3 169.8(3) . .
N1 C11 C12 C13 -1.5(4) . .
C11 C12 C13 C14 2.3(4) . .
C11 C12 C13 C13 -177.3(3) . 2_675
C12 C13 C14 C15 -2.0(4) . .
C13 C13 C14 C15 177.7(3) 2_675 .
C13 C14 C15 N1 0.7(4) . .
O2 C4 O1 Zn1 4.0(4) . 2_776
C3 C4 O1 Zn1 -177.10(17) . 2_776
O1 C4 O2 Zn1 -3.4(4) . .
C3 C4 O2 Zn1 177.71(18) . .
O4 C8 O3 Zn1 -2.0(4) . 2_776
C7 C8 O3 Zn1 179.72(18) . 2_776
O3 C8 O4 Zn1 7.4(4) . .
C7 C8 O4 Zn1 -174.35(17) . .
C12 C11 N1 C15 0.1(4) . .
C12 C11 N1 Zn1 178.3(2) . .
C14 C15 N1 C11 0.3(4) . .
C14 C15 N1 Zn1 -177.8(2) . .
