#------------------------------------------------------------------------------
#$Date: 2019-11-23 03:53:37 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232053 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/69/4346900.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_4346900
loop_
_publ_author_name
'Wang, Fei'
'Tang, Yu-Huan'
'Zhang, Jian'
_publ_section_title
;
 Achievement of Bulky Homochirality in Zeolitic Imidazolate-Related
 Frameworks.
;
_journal_issue                   23
_journal_name_full               'Inorganic chemistry'
_journal_page_first              11064
_journal_page_last               11066
_journal_paper_doi               10.1021/acs.inorgchem.5b02337
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C15 H17 N14 O Zn2, C3 H7 N O'
_chemical_formula_sum            'C18 H24 N15 O2 Zn2'
_chemical_formula_weight         613.26
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 117.903(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.437(13)
_cell_length_b                   10.020(7)
_cell_length_c                   17.902(14)
_cell_measurement_reflns_used    3989
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4971
_cell_measurement_theta_min      2.4364
_cell_volume                     2764(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0656
_diffrn_reflns_av_sigmaI/netI    0.0905
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15119
_diffrn_reflns_theta_full        27.25
_diffrn_reflns_theta_max         27.25
_diffrn_reflns_theta_min         2.34
_exptl_absorpt_coefficient_mu    1.780
_exptl_absorpt_correction_T_max  0.9163
_exptl_absorpt_correction_T_min  0.8421
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1252
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.919
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.071(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.893
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         6081
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.892
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0400P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.0984
_reflns_number_gt                4501
_reflns_number_total             6081
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b02337_si_002.cif
_cod_data_source_block           2R
_cod_original_sg_symbol_H-M      C2
_cod_database_code               4346900
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.87593(3) 0.85985(5) 0.80651(3) 0.03235(12) Uani 1 1 d .
Zn2 Zn 0.65217(3) 1.34939(6) 0.67922(3) 0.03370(13) Uani 1 1 d .
O2 O 0.4122(3) -0.0994(5) 0.7362(3) 0.0940(17) Uani 1 1 d .
O1 O 0.7616(2) 1.2783(3) 0.6448(2) 0.0471(9) Uani 1 1 d .
N13 N 0.9562(2) 0.8318(4) 0.9319(2) 0.0393(10) Uani 1 1 d .
N11 N 0.5594(2) 1.3033(4) 0.5602(2) 0.0386(9) Uani 1 1 d .
N12 N 0.5354(3) 1.1729(4) 0.5356(2) 0.0430(10) Uani 1 1 d .
N14 N 0.9749(3) 0.6999(4) 0.9606(3) 0.0508(12) Uani 1 1 d .
N6 N 0.7143(2) 0.5274(4) 0.6970(2) 0.0364(9) Uani 1 1 d .
N4 N 0.7596(3) 0.7077(4) 0.6630(3) 0.0490(11) Uani 1 1 d .
N5 N 0.7089(3) 0.6023(4) 0.6316(3) 0.0492(11) Uani 1 1 d .
N15 N 0.4922(3) -0.1390(6) 0.6661(3) 0.0695(12) Uani 1 1 d .
N3 N 0.8012(2) 0.6992(4) 0.7494(2) 0.0357(9) Uani 1 1 d .
N10 N 1.0589(2) 0.9075(4) 0.7190(2) 0.0400(9) Uani 1 1 d .
N7 N 0.9589(2) 0.9055(4) 0.7614(2) 0.0359(9) Uani 1 1 d .
N2 N 0.7945(2) 1.0067(4) 0.7947(2) 0.0356(9) Uani 1 1 d .
N1 N 0.7110(2) 1.1940(4) 0.7570(2) 0.0376(9) Uani 1 1 d .
N9 N 1.0694(3) 1.0149(5) 0.7686(3) 0.0549(12) Uani 1 1 d .
N8 N 1.0120(3) 1.0148(5) 0.7943(3) 0.0592(13) Uani 1 1 d .
C10 C 0.7718(4) 0.5853(5) 0.7665(3) 0.0389(13) Uani 1 1 d .
C5 C 0.7569(4) 0.9312(6) 0.9099(3) 0.0607(16) Uani 1 1 d .
H5A H 0.7910 0.8547 0.9251 0.073 Uiso 1 1 calc R
C14 C 0.5000 1.3786(7) 0.5000 0.0388(16) Uani 1 2 d S
C20 C 0.4173(4) -0.1278(9) 0.5828(4) 0.096(3) Uani 1 1 d .
H20A H 0.3660 -0.1135 0.5887 0.144 Uiso 1 1 calc R
H20B H 0.4111 -0.2086 0.5517 0.144 Uiso 1 1 calc R
H20C H 0.4254 -0.0540 0.5530 0.144 Uiso 1 1 calc R
C16 C 1.0000 0.9056(7) 1.0000 0.0496(19) Uani 1 2 d S
C19 C 0.5798(4) -0.1612(10) 0.6758(5) 0.111(3) Uani 1 1 d .
H19A H 0.6210 -0.1632 0.7348 0.166 Uiso 1 1 calc R
H19B H 0.5944 -0.0901 0.6487 0.166 Uiso 1 1 calc R
H19C H 0.5813 -0.2447 0.6502 0.166 Uiso 1 1 calc R
C11 C 0.7978(4) 0.5315(7) 0.8531(3) 0.086(2) Uani 1 1 d .
H11A H 0.8392 0.5906 0.8946 0.129 Uiso 1 1 calc R
H11B H 0.8234 0.4448 0.8586 0.129 Uiso 1 1 calc R
H11C H 0.7475 0.5247 0.8616 0.129 Uiso 1 1 calc R
C18 C 0.4828(4) -0.1212(7) 0.7364(4) 0.078(2) Uani 1 1 d .
H18A H 0.5325 -0.1255 0.7884 0.093 Uiso 1 1 calc R
C3 C 0.6580(4) 1.0815(7) 0.9282(4) 0.080(2) Uani 1 1 d .
H3A H 0.6267 1.1025 0.9568 0.096 Uiso 1 1 calc R
C4 C 0.7080(4) 0.9637(7) 0.9494(4) 0.077(2) Uani 1 1 d .
H4A H 0.7079 0.9071 0.9905 0.092 Uiso 1 1 calc R
C17 C 1.0000 1.0578(8) 1.0000 0.111(5) Uani 1 2 d S
H17A H 0.9637 1.0897 0.9437 0.167 Uiso 0.50 1 calc PR
H17B H 1.0581 1.0897 1.0193 0.167 Uiso 0.50 1 calc PR
H17C H 0.9782 1.0897 1.0370 0.167 Uiso 0.50 1 calc PR
C15 C 0.5000 1.5287(9) 0.5000 0.083(4) Uani 1 2 d S
H15A H 0.5492 1.5607 0.5500 0.125 Uiso 0.50 1 calc PR
H15B H 0.4476 1.5607 0.4990 0.125 Uiso 0.50 1 calc PR
H15C H 0.5032 1.5607 0.4510 0.125 Uiso 0.50 1 calc PR
C12 C 0.9898(3) 0.8433(6) 0.7155(3) 0.0404(10) Uani 1 1 d .
C7 C 0.7656(3) 1.1139(5) 0.7436(3) 0.0347(11) Uani 1 1 d .
C6 C 0.7544(3) 1.0163(5) 0.8460(3) 0.0429(11) Uani 1 1 d .
C8 C 0.7904(3) 1.1448(5) 0.6748(3) 0.0403(11) Uani 1 1 d .
H8A H 0.8538 1.1416 0.6993 0.048 Uiso 1 1 calc R
C1 C 0.7034(3) 1.1331(5) 0.8237(3) 0.0403(11) Uani 1 1 d .
C2 C 0.6545(4) 1.1668(6) 0.8656(3) 0.0595(16) Uani 1 1 d .
H2A H 0.6210 1.2440 0.8516 0.071 Uiso 1 1 calc R
C9 C 0.7512(4) 1.0458(6) 0.6014(3) 0.0587(15) Uani 1 1 d .
H9A H 0.7693 1.0685 0.5599 0.088 Uiso 1 1 calc R
H9B H 0.6890 1.0494 0.5761 0.088 Uiso 1 1 calc R
H9C H 0.7705 0.9572 0.6220 0.088 Uiso 1 1 calc R
C13 C 0.9512(4) 0.7153(7) 0.6670(4) 0.093(3) Uani 1 1 d .
H13A H 0.9018 0.6901 0.6739 0.139 Uiso 1 1 calc R
H13B H 0.9939 0.6456 0.6884 0.139 Uiso 1 1 calc R
H13C H 0.9336 0.7292 0.6082 0.139 Uiso 1 1 calc R
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
N2 Zn1 N7 113.68(16) . .
N2 Zn1 N3 106.05(16) . .
N7 Zn1 N3 113.09(16) . .
N2 Zn1 N13 107.97(16) . .
N7 Zn1 N13 102.80(16) . .
N3 Zn1 N13 113.33(17) . .
N1 Zn2 N6 120.45(16) . 1_565
N1 Zn2 N11 116.45(16) . .
N6 Zn2 N11 117.84(15) 1_565 .
N1 Zn2 N10 101.54(15) . 3_455
N6 Zn2 N10 98.18(15) 1_565 3_455
N11 Zn2 N10 93.10(16) . 3_455
N1 Zn2 O1 74.74(14) . .
N6 Zn2 O1 82.49(14) 1_565 .
N11 Zn2 O1 90.13(15) . .
N10 Zn2 O1 175.91(13) 3_455 .
C8 O1 Zn2 111.4(3) . .
C16 N13 N14 104.8(4) . .
C16 N13 Zn1 138.0(4) . .
N14 N13 Zn1 117.2(3) . .
C14 N11 N12 105.9(4) . .
C14 N11 Zn2 131.1(3) . .
N12 N11 Zn2 121.5(3) . .
N12 N12 N11 108.7(2) 2_656 .
N14 N14 N13 109.2(2) 2_757 .
C10 N6 N5 106.7(4) . .
C10 N6 Zn2 130.6(3) . 1_545
N5 N6 Zn2 122.3(3) . 1_545
N5 N4 N3 109.0(4) . .
N4 N5 N6 108.2(4) . .
C18 N15 C20 120.1(5) . .
C18 N15 C19 118.7(6) . .
C20 N15 C19 121.1(5) . .
C10 N3 N4 104.6(4) . .
C10 N3 Zn1 141.8(3) . .
N4 N3 Zn1 113.4(3) . .
C12 N10 N9 104.8(4) . .
C12 N10 Zn2 131.3(3) . 3_545
N9 N10 Zn2 123.0(3) . 3_545
C12 N7 N8 104.5(4) . .
C12 N7 Zn1 135.8(3) . .
N8 N7 Zn1 118.4(3) . .
C7 N2 C6 104.4(4) . .
C7 N2 Zn1 133.3(3) . .
C6 N2 Zn1 122.4(3) . .
C7 N1 C1 104.4(4) . .
C7 N1 Zn2 120.6(3) . .
C1 N1 Zn2 134.7(3) . .
N8 N9 N10 110.2(4) . .
N9 N8 N7 109.2(4) . .
N6 C10 N3 111.3(4) . .
N6 C10 C11 123.3(5) . .
N3 C10 C11 125.3(5) . .
C4 C5 C6 118.8(5) . .
C4 C5 H5A 120.6 . .
C6 C5 H5A 120.6 . .
N11 C14 N11 110.7(6) 2_656 .
N11 C14 C15 124.7(3) 2_656 .
N11 C14 C15 124.7(3) . .
N15 C20 H20A 109.5 . .
N15 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
N15 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
N13 C16 N13 111.9(6) . 2_757
N13 C16 C17 124.1(3) . .
N13 C16 C17 124.1(3) 2_757 .
N15 C19 H19A 109.5 . .
N15 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
N15 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
O2 C18 N15 124.6(6) . .
O2 C18 H18A 117.7 . .
N15 C18 H18A 117.7 . .
C2 C3 C4 121.3(5) . .
C2 C3 H3A 119.3 . .
C4 C3 H3A 119.3 . .
C5 C4 C3 120.9(5) . .
C5 C4 H4A 119.6 . .
C3 C4 H4A 119.6 . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N10 C12 N7 111.2(5) . .
N10 C12 C13 125.5(4) . .
N7 C12 C13 123.3(4) . .
N1 C7 N2 115.2(5) . .
N1 C7 C8 121.1(4) . .
N2 C7 C8 123.7(5) . .
N2 C6 C5 131.1(5) . .
N2 C6 C1 108.4(4) . .
C5 C6 C1 120.5(4) . .
O1 C8 C7 108.0(4) . .
O1 C8 C9 110.1(4) . .
C7 C8 C9 112.5(4) . .
O1 C8 H8A 108.7 . .
C7 C8 H8A 108.7 . .
C9 C8 H8A 108.7 . .
N1 C1 C6 107.7(4) . .
N1 C1 C2 132.0(5) . .
C6 C1 C2 120.3(4) . .
C3 C2 C1 118.2(5) . .
C3 C2 H2A 120.9 . .
C1 C2 H2A 120.9 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N2 1.986(4) .
Zn1 N7 2.012(4) .
Zn1 N3 2.022(4) .
Zn1 N13 2.034(4) .
Zn2 N1 2.019(4) .
Zn2 N6 2.033(4) 1_565
Zn2 N11 2.035(4) .
Zn2 N10 2.139(4) 3_455
Zn2 O1 2.372(4) .
O2 C18 1.249(7) .
O1 C8 1.442(5) .
N13 C16 1.321(5) .
N13 N14 1.399(6) .
N11 C14 1.326(5) .
N11 N12 1.379(5) .
N12 N12 1.295(7) 2_656
N14 N14 1.266(8) 2_757
N6 C10 1.312(6) .
N6 N5 1.355(5) .
N6 Zn2 2.033(4) 1_545
N4 N5 1.322(5) .
N4 N3 1.369(5) .
N15 C18 1.354(7) .
N15 C20 1.456(7) .
N15 C19 1.472(7) .
N3 C10 1.344(6) .
N10 C12 1.340(6) .
N10 N9 1.352(5) .
N10 Zn2 2.139(4) 3_545
N7 C12 1.330(5) .
N7 N8 1.376(5) .
N2 C7 1.347(6) .
N2 C6 1.394(6) .
N1 C7 1.349(6) .
N1 C1 1.402(6) .
N9 N8 1.282(6) .
C10 C11 1.497(7) .
C5 C4 1.378(7) .
C5 C6 1.410(7) .
C5 H5A 0.9300 .
C14 N11 1.326(5) 2_656
C14 C15 1.504(11) .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C16 N13 1.321(5) 2_757
C16 C17 1.525(11) .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C18 H18A 0.9300 .
C3 C2 1.388(8) .
C3 C4 1.410(8) .
C3 H3A 0.9300 .
C4 H4A 0.9300 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C12 C13 1.518(8) .
C7 C8 1.517(7) .
C6 C1 1.410(7) .
C8 C9 1.529(7) .
C8 H8A 0.9800 .
C1 C2 1.414(6) .
C2 H2A 0.9300 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
