#------------------------------------------------------------------------------
#$Date: 2017-09-26 02:00:43 +0300 (Tue, 26 Sep 2017) $
#$Revision: 201278 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/64/4126480.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_4126480
loop_
_publ_author_name
'Fujiwara, Yu-Ichi'
'Kadota, Kentaro'
'Nagarkar, Sanjog S.'
'Tobori, Prof Norio'
'Kitagawa, Susumu'
'Horike, Satoshi'
_publ_section_title
;
 Synthesis of Oligodiacetylene Derivatives from Flexible Porous
 Coordination Frameworks.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.7b07699
_journal_year                    2017
_chemical_formula_moiety         'C22 H12 N2 O4 Zn'
_chemical_formula_sum            'C22 H12 N2 O4 Zn'
_chemical_formula_weight         433.71
_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-2017/1
_cell_angle_alpha                92.606(12)
_cell_angle_beta                 90.370(17)
_cell_angle_gamma                102.78(2)
_cell_formula_units_Z            2
_cell_length_a                   9.012(8)
_cell_length_b                   10.126(9)
_cell_length_c                   13.799(12)
_cell_measurement_reflns_used    3758
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      27.5165
_cell_measurement_theta_min      3.0860
_cell_volume                     1226.6(19)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      143(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       dtprofit.ref
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9726
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.469
_diffrn_reflns_theta_min         3.086
_diffrn_source                   'Rotating Anode'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.026
_exptl_absorpt_correction_T_max  0.8212
_exptl_absorpt_correction_T_min  0.8212
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         2.671
_refine_diff_density_min         -1.095
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.833
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         5306
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.833
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0594
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1783
_refine_ls_wR_factor_ref         0.1933
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4580
_reflns_number_total             5306
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ZnCID-24.cif
_cod_data_source_block           ydkr
_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/ACS/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        1226.5(19)
_cod_database_code               4126480
_shelx_shelxl_version_number     2017/1
_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   0.821
_shelx_estimated_absorpt_t_max   0.821
_platon_squeeze_void_probe_radius 1.20
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 0.85074(3) 1.12321(3) -0.03020(2) 0.01614(17) Uani 1 1 d . .
O1 O 0.7390(2) 0.92909(19) -0.06235(16) 0.0197(4) Uani 1 1 d . .
O2 O 0.9459(2) 0.8450(2) -0.04617(17) 0.0234(5) Uani 1 1 d . .
O3 O 0.8745(2) 0.3415(2) -0.02987(16) 0.0214(4) Uani 1 1 d . .
O4 O 0.6675(2) 0.2101(2) -0.09689(17) 0.0238(5) Uani 1 1 d . .
N1 N 0.7458(3) 1.1150(2) 0.10949(19) 0.0196(5) Uani 1 1 d . .
N2 N -0.0258(3) 1.1300(3) 0.8353(2) 0.0238(6) Uani 1 1 d . .
C1 C 0.8059(3) 0.8310(3) -0.06067(19) 0.0154(5) Uani 1 1 d . .
C2 C 0.7096(3) 0.6905(3) -0.0817(2) 0.0172(5) Uani 1 1 d . .
C3 C 0.7726(3) 0.5781(3) -0.0706(2) 0.0170(5) Uani 1 1 d . .
H1 H 0.875970 0.589926 -0.050641 0.020 Uiso 1 1 calc R U
C4 C 0.6229(3) 1.0185(3) 0.1278(2) 0.0198(6) Uani 1 1 d . .
H2 H 0.588620 0.947736 0.079870 0.024 Uiso 1 1 calc R U
C5 C 0.6824(3) 0.4470(3) -0.0892(2) 0.0168(5) Uani 1 1 d . .
C6 C 0.7446(3) 0.3245(3) -0.0707(2) 0.0181(6) Uani 1 1 d . .
C7 C 0.7954(4) 1.2134(3) 0.1793(2) 0.0247(7) Uani 1 1 d . .
H3 H 0.884508 1.280607 0.167709 0.030 Uiso 1 1 calc R U
C8 C 0.5584(3) 0.6733(3) -0.1121(2) 0.0217(6) Uani 1 1 d . .
H4 H 0.515994 0.750369 -0.118861 0.026 Uiso 1 1 calc R U
C9 C 0.5429(4) 1.0171(3) 0.2140(2) 0.0224(6) Uani 1 1 d . .
H5 H 0.456032 0.946815 0.224257 0.027 Uiso 1 1 calc R U
C10 C 0.5922(3) 1.1206(3) 0.2853(2) 0.0240(6) Uani 1 1 d . .
C11 C 0.7223(4) 1.2209(3) 0.2671(2) 0.0270(7) Uani 1 1 d . .
H6 H 0.759628 1.292519 0.313855 0.032 Uiso 1 1 calc R U
C12 C 0.5307(3) 0.4309(3) -0.1209(2) 0.0228(6) Uani 1 1 d . .
H7 H 0.469988 0.342509 -0.134414 0.027 Uiso 1 1 calc R U
C13 C 0.5073(4) 1.1259(3) 0.3721(2) 0.0280(7) Uani 1 1 d . .
C14 C 0.4688(4) 0.5436(3) -0.1328(2) 0.0239(7) Uani 1 1 d . .
H8 H 0.366403 0.532416 -0.154747 0.029 Uiso 1 1 calc R U
C15 C 0.3338(4) 1.1295(4) 0.5202(3) 0.0332(8) Uani 1 1 d . .
C16 C 0.0950(4) 1.2305(3) 0.8231(2) 0.0275(7) Uani 1 1 d . .
H9 H 0.118744 1.301475 0.871993 0.033 Uiso 1 1 calc R U
C17 C -0.0593(5) 1.0309(4) 0.7646(3) 0.0373(9) Uani 1 1 d . .
H10 H -0.147443 0.960502 0.770781 0.045 Uiso 1 1 calc R U
C18 C 0.1882(4) 1.2369(4) 0.7424(3) 0.0333(8) Uani 1 1 d . .
H11 H 0.272011 1.311376 0.735914 0.040 Uiso 1 1 calc R U
C19 C 0.0299(5) 1.0276(4) 0.6830(3) 0.0425(10) Uani 1 1 d . .
H12 H 0.004824 0.954662 0.635723 0.051 Uiso 1 1 calc R U
C20 C 0.1556(4) 1.1318(4) 0.6716(2) 0.0305(7) Uani 1 1 d . .
C21 C 0.4251(4) 1.1264(4) 0.4416(3) 0.0309(7) Uani 1 1 d . .
C22 C 0.2518(4) 1.1311(4) 0.5882(3) 0.0333(8) 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'
O O 0.0106 0.0060 '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'
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
O1 Zn1 O2 118.01(9) . 2_775
O1 Zn1 N1 89.86(9) . .
O2 Zn1 N1 85.71(11) 2_775 .
O1 Zn1 N2 91.38(10) . 1_654
O2 Zn1 N2 89.53(12) 2_775 1_654
N1 Zn1 N2 175.11(9) . 1_654
O1 Zn1 O3 153.12(9) . 1_565
O2 Zn1 O3 88.86(8) 2_775 1_565
N1 Zn1 O3 91.30(9) . 1_565
N2 Zn1 O3 89.73(9) 1_654 1_565
O1 Zn1 O4 93.21(9) . 1_565
O2 Zn1 O4 148.68(8) 2_775 1_565
N1 Zn1 O4 92.34(10) . 1_565
N2 Zn1 O4 92.32(11) 1_654 1_565
O3 Zn1 O4 59.91(8) 1_565 1_565
O1 Zn1 C6 122.88(11) . 1_565
O2 Zn1 C6 119.02(10) 2_775 1_565
N1 Zn1 C6 91.12(10) . 1_565
N2 Zn1 C6 92.18(10) 1_654 1_565
O3 Zn1 C6 30.25(9) 1_565 1_565
O4 Zn1 C6 29.68(8) 1_565 1_565
C1 O1 Zn1 121.78(19) . .
C1 O2 Zn1 158.4(2) . 2_775
C6 O3 Zn1 90.11(17) . 1_545
C6 O4 Zn1 87.35(18) . 1_545
C4 N1 C7 117.9(3) . .
C4 N1 Zn1 121.2(2) . .
C7 N1 Zn1 120.7(2) . .
C16 N2 C17 117.6(3) . .
C16 N2 Zn1 119.6(2) . 1_456
C17 N2 Zn1 122.7(2) . 1_456
O2 C1 O1 124.1(3) . .
O2 C1 C2 118.9(2) . .
O1 C1 C2 117.0(2) . .
C3 C2 C8 120.2(3) . .
C3 C2 C1 119.7(3) . .
C8 C2 C1 120.1(3) . .
C2 C3 C5 119.7(3) . .
C2 C3 H1 120.1 . .
C5 C3 H1 120.1 . .
N1 C4 C9 123.0(3) . .
N1 C4 H2 118.5 . .
C9 C4 H2 118.5 . .
C12 C5 C3 119.6(3) . .
C12 C5 C6 119.9(2) . .
C3 C5 C6 120.5(3) . .
O4 C6 O3 122.5(3) . .
O4 C6 C5 118.9(3) . .
O3 C6 C5 118.6(3) . .
O4 C6 Zn1 62.97(16) . 1_545
O3 C6 Zn1 59.64(14) . 1_545
C5 C6 Zn1 176.9(2) . 1_545
N1 C7 C11 123.1(3) . .
N1 C7 H3 118.4 . .
C11 C7 H3 118.4 . .
C2 C8 C14 120.6(3) . .
C2 C8 H4 119.7 . .
C14 C8 H4 119.7 . .
C4 C9 C10 119.1(3) . .
C4 C9 H5 120.4 . .
C10 C9 H5 120.4 . .
C9 C10 C11 118.1(3) . .
C9 C10 C13 120.2(3) . .
C11 C10 C13 121.6(3) . .
C7 C11 C10 118.7(3) . .
C7 C11 H6 120.6 . .
C10 C11 H6 120.6 . .
C14 C12 C5 120.5(3) . .
C14 C12 H7 119.7 . .
C5 C12 H7 119.7 . .
C21 C13 C10 175.0(4) . .
C12 C14 C8 119.4(3) . .
C12 C14 H8 120.3 . .
C8 C14 H8 120.3 . .
C22 C15 C21 178.9(4) . .
N2 C16 C18 123.4(3) . .
N2 C16 H9 118.3 . .
C18 C16 H9 118.3 . .
N2 C17 C19 122.7(3) . .
N2 C17 H10 118.6 . .
C19 C17 H10 118.6 . .
C20 C18 C16 118.5(3) . .
C20 C18 H11 120.7 . .
C16 C18 H11 120.7 . .
C20 C19 C17 119.1(3) . .
C20 C19 H12 120.4 . .
C17 C19 H12 120.4 . .
C19 C20 C18 118.6(3) . .
C19 C20 C22 120.7(3) . .
C18 C20 C22 120.7(3) . .
C13 C21 C15 178.9(4) . .
C15 C22 C20 178.6(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 2.028(2) .
Zn1 O2 2.063(3) 2_775
Zn1 N1 2.149(3) .
Zn1 N2 2.166(3) 1_654
Zn1 O3 2.173(3) 1_565
Zn1 O4 2.245(2) 1_565
Zn1 C6 2.518(3) 1_565
O1 C1 1.272(3) .
O2 C1 1.251(3) .
O3 C6 1.269(4) .
O4 C6 1.248(4) .
N1 C4 1.339(4) .
N1 C7 1.353(4) .
N2 C16 1.333(4) .
N2 C17 1.350(5) .
C1 C2 1.508(4) .
C2 C3 1.394(4) .
C2 C8 1.395(4) .
C3 C5 1.406(4) .
C3 H1 0.9500 .
C4 C9 1.394(4) .
C4 H2 0.9500 .
C5 C12 1.405(4) .
C5 C6 1.501(4) .
C7 C11 1.390(5) .
C7 H3 0.9500 .
C8 C14 1.397(4) .
C8 H4 0.9500 .
C9 C10 1.399(4) .
C9 H5 0.9500 .
C10 C11 1.403(5) .
C10 C13 1.430(5) .
C11 H6 0.9500 .
C12 C14 1.392(4) .
C12 H7 0.9500 .
C13 C21 1.216(5) .
C14 H8 0.9500 .
C15 C22 1.200(5) .
C15 C21 1.369(5) .
C16 C18 1.394(5) .
C16 H9 0.9500 .
C17 C19 1.391(5) .
C17 H10 0.9500 .
C18 C20 1.392(5) .
C18 H11 0.9500 .
C19 C20 1.381(5) .
C19 H12 0.9500 .
C20 C22 1.446(5) .
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
Zn1 O2 C1 O1 79.0(6) 2_775
Zn1 O2 C1 C2 -103.7(5) 2_775
Zn1 O1 C1 O2 -5.2(4) .
Zn1 O1 C1 C2 177.42(17) .
O2 C1 C2 C3 9.4(4) .
O1 C1 C2 C3 -173.1(2) .
O2 C1 C2 C8 -170.5(3) .
O1 C1 C2 C8 7.0(4) .
C8 C2 C3 C5 -0.8(4) .
C1 C2 C3 C5 179.3(2) .
C7 N1 C4 C9 1.5(4) .
Zn1 N1 C4 C9 -173.7(2) .
C2 C3 C5 C12 1.5(4) .
C2 C3 C5 C6 -175.5(3) .
Zn1 O4 C6 O3 3.5(3) 1_545
Zn1 O4 C6 C5 -177.2(2) 1_545
Zn1 O3 C6 O4 -3.6(3) 1_545
Zn1 O3 C6 C5 177.1(2) 1_545
C12 C5 C6 O4 10.0(4) .
C3 C5 C6 O4 -173.0(3) .
C12 C5 C6 O3 -170.6(3) .
C3 C5 C6 O3 6.4(4) .
C4 N1 C7 C11 -2.0(5) .
Zn1 N1 C7 C11 173.2(3) .
C3 C2 C8 C14 -0.6(5) .
C1 C2 C8 C14 179.3(3) .
N1 C4 C9 C10 -0.1(5) .
C4 C9 C10 C11 -0.8(5) .
C4 C9 C10 C13 176.4(3) .
N1 C7 C11 C10 1.1(5) .
C9 C10 C11 C7 0.3(5) .
C13 C10 C11 C7 -176.9(3) .
C3 C5 C12 C14 -0.9(5) .
C6 C5 C12 C14 176.1(3) .
C5 C12 C14 C8 -0.5(5) .
C2 C8 C14 C12 1.2(5) .
C17 N2 C16 C18 -0.9(5) .
Zn1 N2 C16 C18 174.6(3) 1_456
C16 N2 C17 C19 2.6(6) .
Zn1 N2 C17 C19 -172.8(3) 1_456
N2 C16 C18 C20 -1.3(6) .
N2 C17 C19 C20 -2.1(7) .
C17 C19 C20 C18 -0.2(6) .
C17 C19 C20 C22 179.4(4) .
C16 C18 C20 C19 1.8(6) .
C16 C18 C20 C22 -177.8(3) .
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 0.024 0.500 0.500 402 97 ' '
