#------------------------------------------------------------------------------
#$Date: 2019-06-07 11:27:20 +0300 (Fri, 07 Jun 2019) $
#$Revision: 215754 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/12/1551275.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_1551275
loop_
_publ_author_name
'Alexandros P. Katsoulidis'
'Dmytro Antypov'
'George F. S. Whitehead'
'Elliot J. Carrington'
'Dave J. Adams'
'Neil G. Berry'
'George R. Darling'
'Matthew S. Dyer'
'Matthew J. Rosseinsky'
_publ_section_title
;
 Chemical control of structure and guest uptake by a conformationally
 mobile porous material
;
_journal_name_full               Nature
_journal_page_first              213
_journal_page_last               217
_journal_paper_doi               10.1038/s41586-018-0820-9
_journal_volume                  565
_journal_year                    2019
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C10 H13 N5 O4 Zn, C2 H6 O S'
_chemical_formula_sum            'C12 H19 N5 O5 S Zn'
_chemical_formula_weight         410.75
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 105.318(14)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.5615(10)
_cell_length_b                   9.0515(13)
_cell_length_c                   10.4586(15)
_cell_measurement_reflns_used    1685
_cell_measurement_temperature    100
_cell_measurement_theta_max      24.9650
_cell_measurement_theta_min      2.2100
_cell_volume                     873.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -110.00  15.00   1.00   50.00    --  -20.00 -68.00   0.00  125
  2  ω   -110.00  15.00   1.00   50.00    --  -20.00 -68.00 120.00  125
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0092526000
_diffrn_orient_matrix_UB_12      -0.0080635000
_diffrn_orient_matrix_UB_13      -0.0691946000
_diffrn_orient_matrix_UB_21      0.0398362000
_diffrn_orient_matrix_UB_22      0.0659931000
_diffrn_orient_matrix_UB_23      -0.0006136000
_diffrn_orient_matrix_UB_31      0.0651468000
_diffrn_orient_matrix_UB_32      -0.0414760000
_diffrn_orient_matrix_UB_33      0.0124341000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0826
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4260
_diffrn_reflns_point_group_measured_fraction_full 0.918
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_min         2.019
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71813
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_description       plate
_exptl_crystal_F_000             424
_exptl_crystal_preparation
'Solvent Exchnaged with DMSO and immersed in Dioxane'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.599
_refine_diff_density_min         -0.834
_refine_diff_density_rms         0.124
_refine_ls_abs_structure_details
;
 Flack x determined using 873 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         2903
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0682
_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)+(0.0912P)²+2.5290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1674
_refine_ls_wR_factor_ref         0.1784
_reflns_Friedel_coverage         0.776
_reflns_Friedel_fraction_full    0.862
_reflns_Friedel_fraction_max     0.881
_reflns_number_gt                2400
_reflns_number_total             2903
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            1000012.cif
_cod_data_source_block           PCOD1000012
_cod_database_code               1551275
_chemical_oxdiff_formula         'Zn C10 H10 N5 O3'
_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_max   0.969
_shelx_estimated_absorpt_t_min   0.860
_reflns_odcompleteness_completeness 98.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O2) = Uanis(C6) = Uanis(O1)
3.a Ternary CH refined with riding coordinates:
 C5(H5)
3.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), N5(H5A,H5B), C8(H8A,H8B), C10(H10A,H10B)
3.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C1(H1), N4(H4), C2(H2)
3.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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 0.15498(12) 0.52859(17) -0.08719(13) 0.0254(4) Uani 1 1 d . . . . .
S1 S 0.5581(6) 0.2044(7) 0.4759(5) 0.0746(16) Uani 1 1 d . . . . .
O1 O 0.3616(8) 0.5752(9) -0.0209(10) 0.0324(15) Uani 1 1 d . . . . .
O2 O 0.3405(9) 0.8110(10) 0.0316(11) 0.0324(15) Uani 1 1 d . . . . .
O4 O 1.0999(10) 0.5417(19) 0.4458(10) 0.059(3) Uani 1 1 d . . . . .
N3 N 0.6519(11) 0.5873(13) 0.1060(11) 0.034(3) Uani 1 1 d . . . . .
H3 H 0.6324 0.5018 0.0651 0.040 Uiso 1 1 calc R . . . .
N2 N 0.8715(10) 0.8397(11) -0.0020(11) 0.025(2) Uani 1 1 d . . . . .
O3 O 0.7673(10) 0.6977(11) 0.2999(9) 0.039(2) Uani 1 1 d . . . . .
N1 N 0.9941(10) 0.6623(11) -0.0779(10) 0.024(2) Uani 1 1 d . . . . .
C4 C 0.6097(14) 0.7459(16) -0.0919(13) 0.028(3) Uani 1 1 d . . . . .
H4A H 0.5596 0.6704 -0.1563 0.034 Uiso 1 1 calc R . . . .
H4B H 0.5729 0.8442 -0.1265 0.034 Uiso 1 1 calc R . . . .
C6 C 0.4115(12) 0.7033(15) 0.0168(14) 0.0324(15) Uani 1 1 d . . . . .
C1 C 0.9993(19) 0.786(2) -0.0079(18) 0.025(2) Uani 1 1 d . . . . .
H1 H 1.0883 0.8322 0.0351 0.030 Uiso 1 1 calc R . . . .
N5 N 1.1429(12) 0.4970(14) 0.7156(11) 0.040(3) Uani 1 1 d . . . . .
H5A H 1.1795 0.5789 0.6856 0.048 Uiso 1 1 calc R . . . .
H5B H 1.2019 0.4200 0.7092 0.048 Uiso 1 1 calc R . . . .
N4 N 0.8812(13) 0.4269(15) 0.3969(13) 0.046(3) Uani 1 1 d . . . . .
H4 H 0.8224 0.3717 0.4287 0.055 Uiso 1 1 calc R . . . .
C8 C 0.8467(16) 0.4547(17) 0.2602(16) 0.044(4) Uani 1 1 d . . . . .
H8A H 0.7959 0.3680 0.2115 0.052 Uiso 1 1 calc R . . . .
H8B H 0.9370 0.4702 0.2327 0.052 Uiso 1 1 calc R . . . .
C10 C 1.0050(15) 0.4688(19) 0.6297(15) 0.048(4) Uani 1 1 d . . . . .
H10A H 0.9345 0.5393 0.6496 0.058 Uiso 1 1 calc R . . . .
H10B H 0.9743 0.3680 0.6470 0.058 Uiso 1 1 calc R . . . .
C2 C 0.8478(13) 0.6323(14) -0.1210(13) 0.028(3) Uani 1 1 d . . . . .
H2 H 0.8063 0.5498 -0.1735 0.034 Uiso 1 1 calc R . . . .
C3 C 0.7731(13) 0.7380(14) -0.0773(13) 0.026(3) Uani 1 1 d . . . . .
C9 C 1.0004(16) 0.4817(15) 0.4804(17) 0.043(4) Uani 1 1 d . . . . .
C7 C 0.7498(15) 0.5915(16) 0.2250(14) 0.032(3) Uani 1 1 d . . . . .
O5 O 0.6288(15) 0.355(2) 0.4657(19) 0.108(6) Uani 1 1 d . . . . .
C5 C 0.5764(12) 0.7196(14) 0.0419(13) 0.027(3) Uani 1 1 d . . . . .
H5 H 0.6098 0.8070 0.1005 0.032 Uiso 1 1 calc R . . . .
C11 C 0.606(2) 0.162(3) 0.6459(17) 0.068(5) Uani 1 1 d . . . . .
H11A H 0.7111 0.1504 0.6774 0.102 Uiso 1 1 calc GR . . . .
H11B H 0.5580 0.0703 0.6603 0.102 Uiso 1 1 calc GR . . . .
H11C H 0.5746 0.2427 0.6947 0.102 Uiso 1 1 calc GR . . . .
C12 C 0.372(2) 0.252(3) 0.459(2) 0.074(6) Uani 1 1 d . . . . .
H12A H 0.3630 0.2990 0.5403 0.111 Uiso 1 1 calc GR . . . .
H12B H 0.3128 0.1624 0.4417 0.111 Uiso 1 1 calc GR . . . .
H12C H 0.3397 0.3207 0.3842 0.111 Uiso 1 1 calc GR . . . .
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'
S S 0.1246 0.1234 '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 N2 105.0(4) . 2_645
O1 Zn1 N1 125.1(4) . 1_455
O1 Zn1 N5 99.8(4) . 1_454
N2 Zn1 N5 111.7(5) 2_645 1_454
N1 Zn1 N2 107.8(4) 1_455 2_645
N1 Zn1 N5 107.2(4) 1_455 1_454
O5 S1 C11 105.2(11) . .
O5 S1 C12 102.9(10) . .
C11 S1 C12 98.0(9) . .
C6 O1 Zn1 124.4(7) . .
C7 N3 H3 118.7 . .
C7 N3 C5 122.6(12) . .
C5 N3 H3 118.7 . .
C1 N2 Zn1 124.6(10) . 2_655
C1 N2 C3 102.7(11) . .
C3 N2 Zn1 132.6(8) . 2_655
C1 N1 Zn1 128.6(10) . 1_655
C1 N1 C2 103.4(11) . .
C2 N1 Zn1 126.7(8) . 1_655
H4A C4 H4B 108.1 . .
C3 C4 H4A 109.5 . .
C3 C4 H4B 109.5 . .
C3 C4 C5 110.7(11) . .
C5 C4 H4A 109.5 . .
C5 C4 H4B 109.5 . .
O1 C6 C5 115.0(10) . .
O2 C6 O1 126.1(11) . .
O2 C6 C5 118.8(11) . .
N2 C1 H1 122.2 . .
N1 C1 N2 115.7(14) . .
N1 C1 H1 122.2 . .
Zn1 N5 H5A 108.0 1_656 .
Zn1 N5 H5B 108.0 1_656 .
H5A N5 H5B 107.2 . .
C10 N5 Zn1 117.4(9) . 1_656
C10 N5 H5A 108.0 . .
C10 N5 H5B 108.0 . .
C8 N4 H4 119.0 . .
C9 N4 H4 119.0 . .
C9 N4 C8 122.0(14) . .
N4 C8 H8A 109.5 . .
N4 C8 H8B 109.5 . .
N4 C8 C7 110.7(13) . .
H8A C8 H8B 108.1 . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
N5 C10 H10A 108.8 . .
N5 C10 H10B 108.8 . .
N5 C10 C9 113.6(12) . .
H10A C10 H10B 107.7 . .
C9 C10 H10A 108.8 . .
C9 C10 H10B 108.8 . .
N1 C2 H2 125.3 . .
C3 C2 N1 109.5(11) . .
C3 C2 H2 125.3 . .
N2 C3 C4 122.8(11) . .
C2 C3 N2 108.7(10) . .
C2 C3 C4 128.3(12) . .
O4 C9 N4 124.4(16) . .
O4 C9 C10 120.6(14) . .
N4 C9 C10 114.9(13) . .
N3 C7 C8 115.4(13) . .
O3 C7 N3 123.9(13) . .
O3 C7 C8 120.7(13) . .
N3 C5 C4 110.4(11) . .
N3 C5 C6 111.0(10) . .
N3 C5 H5 109.1 . .
C4 C5 C6 108.1(11) . .
C4 C5 H5 109.1 . .
C6 C5 H5 109.1 . .
S1 C11 H11A 109.5 . .
S1 C11 H11B 109.5 . .
S1 C11 H11C 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
S1 C12 H12A 109.5 . .
S1 C12 H12B 109.5 . .
S1 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.959(8) .
Zn1 N2 1.995(10) 2_645
Zn1 N1 1.980(9) 1_455
Zn1 N5 2.055(11) 1_454
S1 O5 1.536(18) .
S1 C11 1.756(18) .
S1 C12 1.79(2) .
O1 C6 1.276(15) .
O2 C6 1.221(15) .
O4 C9 1.229(18) .
N3 H3 0.8800 .
N3 C7 1.346(17) .
N3 C5 1.466(16) .
N2 Zn1 1.995(10) 2_655
N2 C1 1.333(19) .
N2 C3 1.401(16) .
O3 C7 1.224(16) .
N1 Zn1 1.980(9) 1_655
N1 C1 1.33(2) .
N1 C2 1.378(15) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C4 C3 1.531(16) .
C4 C5 1.533(17) .
C6 C5 1.536(15) .
C1 H1 0.9500 .
N5 Zn1 2.055(11) 1_656
N5 H5A 0.9100 .
N5 H5B 0.9100 .
N5 C10 1.409(18) .
N4 H4 0.8800 .
N4 C8 1.40(2) .
N4 C9 1.33(2) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C8 C7 1.532(19) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C10 C9 1.55(2) .
C2 H2 0.9500 .
C2 C3 1.344(18) .
C5 H5 1.0000 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Zn1 O1 C6 O2 9(2) . . . .
Zn1 O1 C6 C5 -169.9(8) . . . .
Zn1 N2 C1 N1 -176.5(9) 2_655 . . .
Zn1 N2 C3 C4 -8.4(18) 2_655 . . .
Zn1 N2 C3 C2 176.6(9) 2_655 . . .
Zn1 N1 C1 N2 -168.6(9) 1_655 . . .
Zn1 N1 C2 C3 169.1(9) 1_655 . . .
Zn1 N5 C10 C9 166.9(10) 1_656 . . .
O1 C6 C5 N3 -39.3(17) . . . .
O1 C6 C5 C4 81.9(14) . . . .
O2 C6 C5 N3 141.9(13) . . . .
O2 C6 C5 C4 -96.8(16) . . . .
N1 C2 C3 N2 -0.7(15) . . . .
N1 C2 C3 C4 -175.4(12) . . . .
C1 N2 C3 C4 175.4(13) . . . .
C1 N2 C3 C2 0.4(15) . . . .
C1 N1 C2 C3 0.8(15) . . . .
N5 C10 C9 O4 -15(2) . . . .
N5 C10 C9 N4 166.9(13) . . . .
N4 C8 C7 N3 -146.5(13) . . . .
N4 C8 C7 O3 36.3(18) . . . .
C8 N4 C9 O4 -11(2) . . . .
C8 N4 C9 C10 167.5(13) . . . .
C2 N1 C1 N2 -0.6(17) . . . .
C3 N2 C1 N1 0.1(17) . . . .
C3 C4 C5 N3 -49.2(14) . . . .
C3 C4 C5 C6 -170.8(11) . . . .
C9 N4 C8 C7 -91.9(16) . . . .
C7 N3 C5 C4 119.6(13) . . . .
C7 N3 C5 C6 -120.6(13) . . . .
C5 N3 C7 O3 13(2) . . . .
C5 N3 C7 C8 -164.3(11) . . . .
C5 C4 C3 N2 -65.0(16) . . . .
C5 C4 C3 C2 108.9(16) . . . .
