#------------------------------------------------------------------------------
#$Date: 2017-10-25 05:00:25 +0300 (Wed, 25 Oct 2017) $
#$Revision: 202289 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/93/7229389.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_7229389
loop_
_publ_author_name
'Chen, Jing-Min'
'Zhou, Qian-Kun'
'Hou, Yi-Xuan'
'Liu, Dong'
_publ_section_title
;
 Single-crystal-to-single-crystal conversions of two metal-mediated
 photoreactive coordination polymers based on stereoselective [2+2]
 photocycloaddition reactions
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C7CE01402C
_journal_year                    2017
_chemical_formula_moiety         'C21 H18 N2 O5 Zn, H2 O'
_chemical_formula_sum            'C21 H20 N2 O6 Zn'
_chemical_formula_weight         461.78
_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   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-10-12 deposited with the CCDC.
2017-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                86.48(3)
_cell_angle_beta                 85.66(3)
_cell_angle_gamma                79.80(3)
_cell_formula_units_Z            2
_cell_length_a                   9.1976(18)
_cell_length_b                   10.206(2)
_cell_length_c                   10.783(2)
_cell_measurement_reflns_used    17286
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      3.052
_cell_volume                     992.2(3)
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2009)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2010)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2015)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.987
_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  0.0292
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17286
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.515
_diffrn_reflns_theta_min         3.206
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.280
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_correction_T_min  0.832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_refine_diff_density_max         1.031
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4500
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0446
_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)+(0.0362P)²+1.3320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1054
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3928
_reflns_number_total             4500
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ce01402c2.cif
_cod_data_source_block           1554531
_cod_database_code               7229389
_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.
;
_shelx_estimated_absorpt_t_min   0.831
_shelx_estimated_absorpt_t_max   0.894
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.45658(3) 0.55665(3) 0.22251(3) 0.03333(11) Uani 1 1 d . . . . .
N1 N 0.6809(2) 0.5079(2) 0.21005(19) 0.0270(4) Uani 1 1 d . . . . .
N2 N 1.1648(3) 0.7126(3) 0.5036(2) 0.0405(6) Uani 1 1 d . . . . .
O1 O 0.3853(2) 0.41131(17) 0.1450(2) 0.0390(5) Uani 1 1 d . . . . .
O2 O 0.416(3) 0.2853(9) 0.3258(8) 0.044(4) Uani 0.41(4) 1 d . . P A 1
O2' O 0.493(3) 0.2717(7) 0.282(2) 0.077(7) Uani 0.59(4) 1 d . . P A 2
O3 O 0.4854(3) -0.2140(2) 0.2690(2) 0.0544(6) Uani 1 1 d . . . . .
O4 O 0.3554(3) -0.28289(19) 0.1322(2) 0.0486(5) Uani 1 1 d . . . . .
O5 O 0.3916(2) 0.5332(2) 0.40384(19) 0.0420(5) Uani 1 1 d . . . . .
H1W H 0.3894 0.4514 0.3951 0.063 Uiso 1 1 d R U . . .
H2W H 0.3158 0.5863 0.4313 0.063 Uiso 1 1 d R U . . .
O6 O 0.3827(6) 0.1396(8) 0.5356(5) 0.194(3) Uani 1 1 d . . . . .
H3W H 0.3932 0.2165 0.5052 0.290 Uiso 1 1 d R U . . .
H4W H 0.4421 0.1428 0.5916 0.290 Uiso 1 1 d R U . . .
C1 C 0.7468(3) 0.4343(3) 0.1168(2) 0.0359(6) Uani 1 1 d . . . . .
H1 H 0.6886 0.4077 0.0582 0.043 Uiso 1 1 calc R U . . .
C2 C 0.8978(4) 0.3968(4) 0.1044(3) 0.0515(8) Uani 1 1 d . . . . .
H2 H 0.9428 0.3482 0.0363 0.062 Uiso 1 1 calc R U . . .
C3 C 0.9829(3) 0.4312(4) 0.1934(3) 0.0482(8) Uani 1 1 d . . . . .
H3 H 1.0865 0.4068 0.1852 0.058 Uiso 1 1 calc R U . . .
C4 C 0.9164(3) 0.5016(3) 0.2949(2) 0.0307(5) Uani 1 1 d . . . . .
C5 C 0.7644(3) 0.5413(2) 0.2968(2) 0.0269(5) Uani 1 1 d . . . . .
H5 H 0.7171 0.5940 0.3616 0.032 Uiso 1 1 calc R U . . .
C6 C 1.0116(3) 0.5209(3) 0.3980(2) 0.0320(6) Uani 1 1 d . . . . .
H6 H 1.1032 0.5506 0.3619 0.038 Uiso 1 1 calc R U . . .
C7 C 0.9470(3) 0.6056(3) 0.5100(2) 0.0320(6) Uani 1 1 d . . . . .
H7 H 0.8383 0.6329 0.5081 0.038 Uiso 1 1 calc R U . . .
C8 C 1.0194(3) 0.7208(3) 0.5351(2) 0.0346(6) Uani 1 1 d . . . . .
C9 C 0.9409(4) 0.8246(3) 0.6026(3) 0.0503(8) Uani 1 1 d . . . . .
H9 H 0.8390 0.8291 0.6228 0.060 Uiso 1 1 calc R U . . .
C10 C 1.0134(5) 0.9213(4) 0.6399(4) 0.0683(11) Uani 1 1 d . . . . .
H10 H 0.9619 0.9914 0.6871 0.082 Uiso 1 1 calc R U . . .
C11 C 1.1618(5) 0.9138(4) 0.6073(4) 0.0689(11) Uani 1 1 d . . . . .
H11 H 1.2138 0.9785 0.6312 0.083 Uiso 1 1 calc R U . . .
C12 C 1.2324(4) 0.8089(4) 0.5385(4) 0.0576(9) Uani 1 1 d . . . . .
H12 H 1.3335 0.8047 0.5148 0.069 Uiso 1 1 calc R U . . .
C13 C 0.3634(3) 0.1842(2) 0.1380(3) 0.0306(5) Uani 1 1 d . . . . .
C14 C 0.2810(3) 0.2084(2) 0.0341(2) 0.0318(5) Uani 1 1 d . . . . .
H14 H 0.2572 0.2960 0.0004 0.038 Uiso 1 1 calc R U . . .
C15 C 0.2327(3) 0.1059(3) -0.0214(3) 0.0377(6) Uani 1 1 d . . . . .
C16 C 0.2723(3) -0.0234(3) 0.0286(3) 0.0391(6) Uani 1 1 d . . . . .
H16 H 0.2414 -0.0941 -0.0080 0.047 Uiso 1 1 calc R U . . .
C17 C 0.3567(3) -0.0500(2) 0.1318(3) 0.0333(6) Uani 1 1 d . . . . .
C18 C 0.4013(3) 0.0547(2) 0.1871(3) 0.0336(6) Uani 1 1 d . . . . .
H18 H 0.4571 0.0377 0.2577 0.040 Uiso 1 1 calc R U . . .
C19 C 0.4077(3) 0.2976(3) 0.2009(3) 0.0431(7) Uani 1 1 d . . . . .
C20 C 0.4025(3) -0.1897(3) 0.1821(3) 0.0383(6) Uani 1 1 d . . . . .
C21 C 0.1424(5) 0.1340(4) -0.1346(3) 0.0654(11) Uani 1 1 d . . . . .
H21A H 0.0772 0.2195 -0.1279 0.098 Uiso 1 1 calc R U . . .
H21B H 0.0837 0.0645 -0.1393 0.098 Uiso 1 1 calc R U . . .
H21C H 0.2082 0.1361 -0.2090 0.098 Uiso 1 1 calc R U . . .
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
O4 Zn1 O1 102.40(9) 1_565 .
O4 Zn1 O5 116.22(10) 1_565 .
O1 Zn1 O5 103.49(9) . .
O4 Zn1 N1 120.76(9) 1_565 .
O1 Zn1 N1 105.48(9) . .
O5 Zn1 N1 106.45(9) . .
O4 Zn1 O3 57.41(8) 1_565 1_565
O1 Zn1 O3 159.79(8) . 1_565
O5 Zn1 O3 86.65(9) . 1_565
N1 Zn1 O3 87.87(9) . 1_565
O4 Zn1 C20 29.08(9) 1_565 1_565
O1 Zn1 C20 131.49(9) . 1_565
O5 Zn1 C20 103.03(9) . 1_565
N1 Zn1 C20 104.89(9) . 1_565
O3 Zn1 C20 28.34(9) 1_565 1_565
O4 Zn1 H1W 130.8 1_565 .
O1 Zn1 H1W 82.6 . .
O5 Zn1 H1W 22.8 . .
N1 Zn1 H1W 104.0 . .
O3 Zn1 H1W 109.3 1_565 .
C20 Zn1 H1W 124.6 1_565 .
C1 N1 C5 119.1(2) . .
C1 N1 Zn1 118.79(17) . .
C5 N1 Zn1 122.01(17) . .
C12 N2 C8 118.0(3) . .
C19 O1 Zn1 116.69(18) . .
C20 O3 Zn1 79.35(16) . 1_545
C20 O4 Zn1 102.08(19) . 1_545
Zn1 O5 H1W 90.6 . .
Zn1 O5 H2W 117.2 . .
H1W O5 H2W 121.6 . .
H3W O6 H4W 91.9 . .
N1 C1 C2 121.4(2) . .
N1 C1 H1 119.3 . .
C2 C1 H1 119.3 . .
C1 C2 C3 119.2(3) . .
C1 C2 H2 120.4 . .
C3 C2 H2 120.4 . .
C2 C3 C4 120.4(3) . .
C2 C3 H3 119.8 . .
C4 C3 H3 119.8 . .
C5 C4 C3 116.5(2) . .
C5 C4 C6 125.0(2) . .
C3 C4 C6 118.4(2) . .
N1 C5 C4 123.1(2) . .
N1 C5 H5 118.5 . .
C4 C5 H5 118.5 . .
C4 C6 C7 121.1(2) . .
C4 C6 C7 115.1(2) . 2_766
C7 C6 C7 90.1(2) . 2_766
C4 C6 H6 109.6 . .
C7 C6 H6 109.6 . .
C7 C6 H6 109.6 2_766 .
C8 C7 C6 117.6(2) . .
C8 C7 C6 113.8(2) . 2_766
C6 C7 C6 89.9(2) . 2_766
C8 C7 H7 111.3 . .
C6 C7 H7 111.3 . .
C6 C7 H7 111.3 2_766 .
N2 C8 C9 121.5(3) . .
N2 C8 C7 118.3(2) . .
C9 C8 C7 119.7(3) . .
C10 C9 C8 119.5(3) . .
C10 C9 H9 120.2 . .
C8 C9 H9 120.2 . .
C11 C10 C9 119.1(3) . .
C11 C10 H10 120.4 . .
C9 C10 H10 120.4 . .
C10 C11 C12 118.2(3) . .
C10 C11 H11 120.9 . .
C12 C11 H11 120.9 . .
N2 C12 C11 123.6(3) . .
N2 C12 H12 118.2 . .
C11 C12 H12 118.2 . .
C14 C13 C18 119.6(2) . .
C14 C13 C19 120.6(2) . .
C18 C13 C19 119.7(2) . .
C13 C14 C15 121.5(2) . .
C13 C14 H14 119.3 . .
C15 C14 H14 119.3 . .
C14 C15 C16 118.0(3) . .
C14 C15 C21 120.8(3) . .
C16 C15 C21 121.1(3) . .
C17 C16 C15 121.3(2) . .
C17 C16 H16 119.3 . .
C15 C16 H16 119.3 . .
C16 C17 C18 119.5(2) . .
C16 C17 C20 120.7(2) . .
C18 C17 C20 119.8(3) . .
C13 C18 C17 120.0(3) . .
C13 C18 H18 120.0 . .
C17 C18 H18 120.0 . .
O2' C19 O1 121.8(4) . .
O1 C19 O2 120.9(4) . .
O2' C19 C13 118.5(4) . .
O1 C19 C13 117.1(3) . .
O2 C19 C13 117.4(4) . .
O3 C20 O4 121.1(3) . .
O3 C20 C17 120.6(3) . .
O4 C20 C17 118.3(3) . .
O3 C20 Zn1 72.31(16) . 1_545
O4 C20 Zn1 48.83(14) . 1_545
C17 C20 Zn1 166.7(2) . 1_545
C15 C21 H21A 109.5 . .
C15 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C15 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O4 1.975(2) 1_565
Zn1 O1 1.9770(18) .
Zn1 O5 2.013(2) .
Zn1 N1 2.031(2) .
Zn1 O3 2.486(2) 1_565
Zn1 C20 2.565(3) 1_565
Zn1 H1W 2.1941 .
N1 C1 1.335(3) .
N1 C5 1.350(3) .
N2 C12 1.338(4) .
N2 C8 1.344(4) .
O1 C19 1.265(3) .
O2 C19 1.351(8) .
O2' C19 1.204(6) .
O3 C20 1.239(4) .
O3 Zn1 2.486(2) 1_545
O4 C20 1.275(3) .
O4 Zn1 1.975(2) 1_545
O5 H1W 0.8499 .
O5 H2W 0.8500 .
O6 H3W 0.8501 .
O6 H4W 0.8500 .
C1 C2 1.372(4) .
C1 H1 0.9400 .
C2 C3 1.382(4) .
C2 H2 0.9400 .
C3 C4 1.389(4) .
C3 H3 0.9400 .
C4 C5 1.383(4) .
C4 C6 1.510(3) .
C5 H5 0.9400 .
C6 C7 1.549(4) .
C6 C7 1.588(4) 2_766
C6 H6 0.9900 .
C7 C8 1.497(4) .
C7 C6 1.587(4) 2_766
C7 H7 0.9900 .
C8 C9 1.385(4) .
C9 C10 1.380(5) .
C9 H9 0.9400 .
C10 C11 1.373(6) .
C10 H10 0.9400 .
C11 C12 1.377(5) .
C11 H11 0.9400 .
C12 H12 0.9400 .
C13 C14 1.385(4) .
C13 C18 1.389(4) .
C13 C19 1.507(3) .
C14 C15 1.390(4) .
C14 H14 0.9400 .
C15 C16 1.391(4) .
C15 C21 1.512(4) .
C16 C17 1.390(4) .
C16 H16 0.9400 .
C17 C18 1.391(4) .
C17 C20 1.494(4) .
C18 H18 0.9400 .
C20 Zn1 2.565(3) 1_545
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C21 H21C 0.9700 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H2W N2 0.85 1.88 2.722(3) 172.7 1_455
