#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:46:51 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179863 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/59/7015989.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_7015989
loop_
_publ_author_name
'Li, Wei'
'Barton, Phillip T.'
'Burwood, Ryan P.'
'Cheetham, Anthony K.'
_publ_section_title
;
 A 2D homochiral inorganic-organic framework exhibiting a spin-flop
 transition.
;
_journal_issue                   27
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7147
_journal_page_last               7152
_journal_paper_doi               10.1039/c0dt01686a
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C18 H17 N3 O9 Zn'
_chemical_formula_sum            'C18 H17 N3 O9 Zn'
_chemical_formula_weight         484.72
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 112.816(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.8701(9)
_cell_length_b                   8.4038(5)
_cell_length_c                   11.3838(10)
_cell_measurement_reflns_used    6263
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.2325
_cell_measurement_theta_min      3.0187
_cell_volume                     958.54(15)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5770
_diffrn_reflns_theta_full        25.40
_diffrn_reflns_theta_max         25.40
_diffrn_reflns_theta_min         3.11
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.341
_exptl_absorpt_correction_T_max  0.9360
_exptl_absorpt_correction_T_min  0.7752
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       sheet
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.567(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         5770
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0600P)²+0.2273P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1033
_reflns_number_gt                5354
_reflns_number_total             5770
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0dt01686a.txt
_cod_data_source_block           Zn
_cod_original_cell_volume        958.54(13)
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7015989
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.14611(4) 1.15141(4) -0.08279(4) 0.00986(11) Uani 1 1 d . . .
O1 O -0.3512(3) 1.1083(3) -0.1560(3) 0.0131(7) Uani 1 1 d . . .
O2 O -0.4669(3) 0.8916(4) -0.2485(3) 0.0199(7) Uani 1 1 d . . .
O3 O -0.0604(2) 0.6663(4) 0.0333(2) 0.0118(6) Uani 1 1 d . . .
O4 O -0.1126(3) 0.8994(3) -0.0673(3) 0.0122(7) Uani 1 1 d . . .
O5 O -0.2191(4) 0.5831(4) 0.3716(3) 0.0318(8) Uani 1 1 d . . .
O6 O -0.3700(4) 0.7381(5) 0.3903(3) 0.0374(9) Uani 1 1 d . . .
O1W O -0.1906(4) 1.3954(4) -0.0953(3) 0.0175(7) Uani 1 1 d D . .
O2W O 0.6292(4) 0.5807(5) 0.7296(4) 0.0383(11) Uani 1 1 d D . .
O3W O 0.4818(4) 0.4706(5) 0.4925(4) 0.0345(9) Uani 1 1 d D . .
N1 N -0.3034(4) 0.6891(4) 0.3318(3) 0.0202(10) Uani 1 1 d . . .
N2 N -0.1288(3) 1.1627(6) 0.1121(3) 0.0130(7) Uani 1 1 d . . .
N3 N -0.1600(3) 1.1348(5) 0.7238(3) 0.0143(8) Uani 1 1 d . . .
C1 C -0.3634(4) 0.8932(5) -0.0249(4) 0.0130(9) Uani 1 1 d . . .
C2 C -0.2485(4) 0.8020(5) 0.0394(4) 0.0109(8) Uani 1 1 d . . .
C3 C -0.2324(4) 0.7315(5) 0.1550(4) 0.0148(9) Uani 1 1 d . . .
H3 H -0.1572 0.6659 0.1982 0.018 Uiso 1 1 calc R . .
C4 C -0.3268(4) 0.7579(5) 0.2067(4) 0.0164(9) Uani 1 1 d . . .
C5 C -0.4383(5) 0.8513(5) 0.1470(4) 0.0180(10) Uani 1 1 d . . .
H5 H -0.5002 0.8711 0.1856 0.022 Uiso 1 1 calc R . .
C6 C -0.4568(4) 0.9153(5) 0.0294(4) 0.0148(9) Uani 1 1 d . . .
H6 H -0.5349 0.9756 -0.0152 0.018 Uiso 1 1 calc R . .
C7 C -0.3941(4) 0.9696(5) -0.1545(4) 0.0123(9) Uani 1 1 d . . .
C8 C -0.1333(4) 0.7899(5) -0.0038(4) 0.0111(9) Uani 1 1 d . . .
C9 C -0.0267(4) 1.1057(5) 0.2139(4) 0.0152(10) Uani 1 1 d . . .
H9 H 0.0512 1.0706 0.2030 0.018 Uiso 1 1 calc R . .
C10 C -0.0303(4) 1.0959(5) 0.3340(4) 0.0160(10) Uani 1 1 d . . .
H10 H 0.0439 1.0543 0.4033 0.019 Uiso 1 1 calc R . .
C11 C -0.1432(4) 1.1476(7) 0.3525(3) 0.0134(7) Uani 1 1 d . . .
C12 C -0.2473(4) 1.2120(5) 0.2476(4) 0.0147(9) Uani 1 1 d . . .
H12 H -0.3247 1.2530 0.2566 0.018 Uiso 1 1 calc R . .
C13 C -0.2366(4) 1.2156(5) 0.1312(4) 0.0151(9) Uani 1 1 d . . .
H13 H -0.3091 1.2576 0.0604 0.018 Uiso 1 1 calc R . .
C14 C -0.2318(5) 1.2390(5) 0.6350(4) 0.0166(10) Uani 1 1 d . . .
H14 H -0.2866 1.3122 0.6561 0.020 Uiso 1 1 calc R . .
C15 C -0.2307(5) 1.2460(5) 0.5141(4) 0.0157(10) Uani 1 1 d . . .
H15 H -0.2827 1.3236 0.4549 0.019 Uiso 1 1 calc R . .
C16 C -0.1534(4) 1.1393(7) 0.4795(4) 0.0139(8) Uani 1 1 d . . .
C17 C -0.0837(4) 1.0245(5) 0.5698(4) 0.0164(9) Uani 1 1 d . . .
H17 H -0.0331 0.9452 0.5490 0.020 Uiso 1 1 calc R . .
C18 C -0.0885(4) 1.0265(5) 0.6888(4) 0.0161(9) Uani 1 1 d . . .
H18 H -0.0394 0.9484 0.7491 0.019 Uiso 1 1 calc R . .
H1A H -0.251(4) 1.447(6) -0.154(4) 0.031(16) Uiso 1 1 d D . .
H2A H 0.584(6) 0.546(8) 0.655(3) 0.06(2) Uiso 1 1 d D . .
H3A H 0.475(5) 0.457(6) 0.417(2) 0.031(15) Uiso 1 1 d D . .
H1B H -0.140(6) 1.453(7) -0.034(5) 0.07(2) Uiso 1 1 d D . .
H2B H 0.597(6) 0.673(3) 0.727(6) 0.05(2) Uiso 1 1 d D . .
H3B H 0.436(8) 0.400(8) 0.510(10) 0.13(4) Uiso 1 1 d 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
_geom_angle_publ_flag
O1 Zn1 O3 170.00(11) . 2 ?
O1 Zn1 O1W 87.70(12) . . ?
O3 Zn1 O1W 98.91(14) 2 . ?
O1 Zn1 O4 89.01(11) . . ?
O3 Zn1 O4 84.64(13) 2 . ?
O1W Zn1 O4 176.09(15) . . ?
O1 Zn1 N3 86.56(12) . 1_554 ?
O3 Zn1 N3 85.51(12) 2 1_554 ?
O1W Zn1 N3 94.06(15) . 1_554 ?
O4 Zn1 N3 87.85(14) . 1_554 ?
O1 Zn1 N2 94.12(12) . . ?
O3 Zn1 N2 93.68(11) 2 . ?
O1W Zn1 N2 87.29(15) . . ?
O4 Zn1 N2 90.84(15) . . ?
N3 Zn1 N2 178.52(18) 1_554 . ?
C7 O1 Zn1 120.0(3) . . ?
C8 O3 Zn1 126.9(3) . 2_545 ?
C8 O4 Zn1 135.7(3) . . ?
Zn1 O1W H1A 129(4) . . ?
Zn1 O1W H1B 116(5) . . ?
H1A O1W H1B 114(6) . . ?
H2A O2W H2B 102(6) . . ?
H3A O3W H3B 109(8) . . ?
O6 N1 O5 123.6(4) . . ?
O6 N1 C4 118.5(4) . . ?
O5 N1 C4 117.8(4) . . ?
C9 N2 C13 117.2(3) . . ?
C9 N2 Zn1 125.8(3) . . ?
C13 N2 Zn1 116.6(3) . . ?
C14 N3 C18 116.8(3) . . ?
C14 N3 Zn1 121.4(3) . 1_556 ?
C18 N3 Zn1 121.6(3) . 1_556 ?
C6 C1 C2 119.7(4) . . ?
C6 C1 C7 116.8(4) . . ?
C2 C1 C7 123.5(4) . . ?
C3 C2 C1 119.0(4) . . ?
C3 C2 C8 117.5(4) . . ?
C1 C2 C8 123.1(4) . . ?
C4 C3 C2 119.5(4) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 122.4(4) . . ?
C5 C4 N1 119.4(4) . . ?
C3 C4 N1 118.2(4) . . ?
C4 C5 C6 117.9(4) . . ?
C4 C5 H5 121.1 . . ?
C6 C5 H5 121.1 . . ?
C5 C6 C1 121.4(4) . . ?
C5 C6 H6 119.3 . . ?
C1 C6 H6 119.3 . . ?
O2 C7 O1 126.3(4) . . ?
O2 C7 C1 116.1(4) . . ?
O1 C7 C1 117.4(4) . . ?
O4 C8 O3 124.5(4) . . ?
O4 C8 C2 119.8(4) . . ?
O3 C8 C2 115.6(4) . . ?
N2 C9 C10 122.8(4) . . ?
N2 C9 H9 118.6 . . ?
C10 C9 H9 118.6 . . ?
C9 C10 C11 119.6(4) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 117.4(4) . . ?
C10 C11 C16 122.2(4) . . ?
C12 C11 C16 120.4(4) . . ?
C13 C12 C11 119.3(4) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
N2 C13 C12 123.6(4) . . ?
N2 C13 H13 118.2 . . ?
C12 C13 H13 118.2 . . ?
N3 C14 C15 123.6(4) . . ?
N3 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C14 C15 C16 119.7(4) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 117.0(4) . . ?
C15 C16 C11 121.7(4) . . ?
C17 C16 C11 121.4(4) . . ?
C18 C17 C16 119.9(4) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
N3 C18 C17 122.9(4) . . ?
N3 C18 H18 118.5 . . ?
C17 C18 H18 118.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.087(3) . ?
Zn1 O3 2.095(3) 2 ?
Zn1 O1W 2.098(3) . ?
Zn1 O4 2.145(3) . ?
Zn1 N3 2.152(3) 1_554 ?
Zn1 N2 2.155(3) . ?
O1 C7 1.258(5) . ?
O2 C7 1.242(5) . ?
O3 C8 1.275(5) . ?
O3 Zn1 2.095(3) 2_545 ?
O4 C8 1.243(5) . ?
O5 N1 1.231(5) . ?
O6 N1 1.229(5) . ?
O1W H1A 0.851(10) . ?
O1W H1B 0.851(10) . ?
O2W H2A 0.847(10) . ?
O2W H2B 0.845(10) . ?
O3W H3A 0.848(10) . ?
O3W H3B 0.848(10) . ?
N1 C4 1.465(6) . ?
N2 C9 1.344(5) . ?
N2 C13 1.347(5) . ?
N3 C14 1.336(6) . ?
N3 C18 1.354(6) . ?
N3 Zn1 2.152(3) 1_556 ?
C1 C6 1.391(6) . ?
C1 C2 1.405(6) . ?
C1 C7 1.522(6) . ?
C2 C3 1.391(6) . ?
C2 C8 1.516(6) . ?
C3 C4 1.385(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(6) . ?
C5 C6 1.383(6) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C9 C10 1.385(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.393(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.398(6) . ?
C11 C16 1.494(4) . ?
C12 C13 1.374(6) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.383(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.399(7) . ?
C17 C18 1.376(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
