#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:00:57 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178764 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/18/4101828.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_4101828
loop_
_publ_author_name
'Omar K. Farha'
'Christos D. Malliakas'
'Mercouri G. Kanatzidis'
'Joseph T. Hupp'
_publ_contact_author             'Joseph T. Hupp'
_publ_contact_author_email       j-hupp@northwestern.edu
_publ_section_title
;
 Control over Catenation in Metal-Organic Frameworks via Rational Design
 of the Organic Building Block
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              950
_journal_page_last               952
_journal_paper_doi               10.1021/ja909519e
_journal_volume                  132
_journal_year                    2010
_chemical_formula_moiety         'C23 H14 Br N3 O4 Zn'
_chemical_formula_sum            'C23 H14 Br N3 O4 Zn'
_chemical_formula_weight         541.65
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           10
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2y'
_symmetry_space_group_name_H-M   'P 1 2/m 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                 93.202(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.6151(11)
_cell_length_b                   15.6480(10)
_cell_length_c                   18.163(3)
_cell_measurement_reflns_used    16768
_cell_measurement_temperature    100(2)
_cell_volume                     3296.0(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_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  0.1957
_diffrn_reflns_av_sigmaI/netI    0.1426
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            20209
_diffrn_reflns_theta_full        24.64
_diffrn_reflns_theta_max         24.64
_diffrn_reflns_theta_min         1.30
_exptl_absorpt_coefficient_mu    0.990
_exptl_absorpt_correction_T_max  0.9099
_exptl_absorpt_correction_T_min  0.7607
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   X-Shape2
_exptl_crystal_density_diffrn    0.546
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_platon_squeeze_details
;
;
_refine_diff_density_max         2.954
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       0.0011(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         5768
_refine_ls_number_restraints     154
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.1484
_refine_ls_R_factor_gt           0.1096
_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)+(0.1630P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2624
_refine_ls_wR_factor_ref         0.2873
_reflns_number_gt                2926
_reflns_number_total             5768
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja909519e_si_007.cif
_cod_data_source_block           16
_cod_original_cell_volume        3296.0(6)
_cod_original_sg_symbol_H-M      'P 2/m'
_cod_database_code               4101828
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.00762(8) 0.0000 0.08107(7) 0.0561(4) Uani 1 2 d SDU . .
Br1 Br -0.21933(10) 0.5000 -0.00062(12) 0.1263(8) Uani 1 2 d SU . .
O1 O 0.1297(4) 0.0911(3) 0.0605(3) 0.0629(13) Uani 1 1 d U . .
O2 O -0.1162(4) 0.0909(3) 0.0626(3) 0.0639(13) Uani 1 1 d U . .
N1 N 0.00566(7) 0.0000 0.1893(7) 0.098(3) Uani 1 2 d SDU . .
N2 N -0.0998(17) 0.0000 0.4613(16) 0.36(2) Uani 1 2 d SDU . .
H2 H -0.1629 0.0000 0.4342 0.428 Uiso 1 2 calc SR . .
N3 N -0.1031(17) 0.0000 0.5328(15) 0.40(2) Uani 1 2 d SDU . .
H3 H -0.1670 0.0000 0.5545 0.477 Uiso 1 2 calc SR . .
C1 C -0.3844(7) 0.5000 0.0029(5) 0.0387(18) Uani 1 2 d SU . .
C2 C -0.2352(6) 0.1941(4) 0.0000(4) 0.0570(18) Uani 1 1 d U . .
C3 C -0.1515(6) 0.1156(4) 0.0010(5) 0.0510(16) Uani 1 1 d U . .
C4 C -0.4374(5) 0.4223(3) -0.0005(4) 0.0547(17) Uani 1 1 d U . .
C5 C -0.3734(6) 0.3393(3) -0.0001(4) 0.0493(16) Uani 1 1 d U . .
C6 C -0.2759(7) 0.2285(5) -0.0665(5) 0.074(2) Uani 1 1 d U . .
H6 H -0.2576 0.2046 -0.1112 0.089 Uiso 1 1 calc R . .
C7 C -0.2657(7) 0.2281(5) 0.0657(5) 0.070(2) Uani 1 1 d U . .
H7 H -0.2420 0.2020 0.1100 0.084 Uiso 1 1 calc R . .
C8 C -0.3336(8) 0.3033(5) 0.0655(5) 0.079(2) Uani 1 1 d U . .
H8 H -0.3512 0.3283 0.1098 0.094 Uiso 1 1 calc R . .
C9 C -0.3489(8) 0.3041(5) -0.0632(5) 0.079(2) Uani 1 1 d U . .
H9 H -0.3790 0.3282 -0.1069 0.095 Uiso 1 1 calc R . .
C10 C -0.0902(13) 0.0000 0.2253(10) 0.181(9) Uani 1 2 d SDU . .
H10 H -0.1598 0.0000 0.1974 0.217 Uiso 1 2 calc SR . .
C11 C 0.1031(13) 0.0000 0.2327(10) 0.207(11) Uani 1 2 d SDU . .
H11 H 0.1730 0.0000 0.2101 0.248 Uiso 1 2 calc SR . .
C12 C -0.0954(14) 0.0000 0.3008(10) 0.221(13) Uani 1 2 d SDU . .
H12 H -0.1671 0.0000 0.3211 0.266 Uiso 1 2 calc SR . .
C13 C 0.00279(4) 0.0000 0.3471(10) 0.158(8) Uani 1 2 d SDU . .
C14 C 0.1059(14) 0.0000 0.3098(11) 0.281(18) Uani 1 2 d SDU . .
H14 H 0.1765 0.0000 0.3366 0.337 Uiso 1 2 calc SR . .
C15 C 0.00128(5) 0.0000 0.4301(10) 0.201(11) Uani 1 2 d SDU . .
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'
Br Br -0.2901 2.4595 '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
N1 Zn1 O2 96.74(16) . 4 ?
N1 Zn1 O2 96.74(16) . . ?
O2 Zn1 O2 88.6(3) 4 . ?
N1 Zn1 O1 103.16(15) . 4 ?
O2 Zn1 O1 88.5(2) 4 4 ?
O2 Zn1 O1 160.1(2) . 4 ?
N1 Zn1 O1 103.16(15) . . ?
O2 Zn1 O1 160.1(2) 4 . ?
O2 Zn1 O1 88.5(2) . . ?
O1 Zn1 O1 87.6(3) 4 . ?
N1 Zn1 Zn1 175.90(5) . 3 ?
O2 Zn1 Zn1 80.35(16) 4 3 ?
O2 Zn1 Zn1 80.35(16) . 3 ?
O1 Zn1 Zn1 79.74(16) 4 3 ?
O1 Zn1 Zn1 79.74(16) . 3 ?
C3 O1 Zn1 124.3(5) 2 . ?
C3 O2 Zn1 124.4(5) . . ?
C10 N1 C11 114.6(19) . . ?
C10 N1 Zn1 123.4(10) . . ?
C11 N1 Zn1 122.0(10) . . ?
N3 N2 C15 120(3) . . ?
N2 N3 C15 116(3) . 2_556 ?
C4 C1 C4 126.3(8) . 4_565 ?
C4 C1 Br1 116.6(4) . . ?
C4 C1 Br1 116.6(4) 4_565 . ?
C7 C2 C6 121.2(7) . . ?
C7 C2 C3 119.0(7) . . ?
C6 C2 C3 119.8(7) . . ?
O1 C3 O2 131.0(7) 2 . ?
O1 C3 C2 113.4(7) 2 . ?
O2 C3 C2 115.5(6) . . ?
C1 C4 C4 116.6(4) . 2_455 ?
C1 C4 C5 123.5(6) . . ?
C4 C4 C5 119.7(3) 2_455 . ?
C9 C5 C8 120.3(7) . . ?
C9 C5 C4 119.4(7) . . ?
C8 C5 C4 120.2(6) . . ?
C2 C6 C9 116.8(7) . . ?
C2 C7 C8 119.4(7) . . ?
C5 C8 C7 120.2(7) . . ?
C5 C9 C6 122.0(7) . . ?
N1 C10 C12 125(2) . . ?
N1 C11 C14 124(2) . . ?
C10 C12 C13 122(2) . . ?
C12 C13 C14 114(2) . . ?
C12 C13 C15 123.7(11) . . ?
C14 C13 C15 122.6(11) . . ?
C11 C14 C13 121(2) . . ?
N3 C15 N2 124.3(19) 2_556 . ?
N3 C15 C13 116.6(16) 2_556 . ?
N2 C15 C13 119.1(16) . . ?
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 N1 1.968(12) . ?
Zn1 O2 2.037(5) 4 ?
Zn1 O2 2.037(5) . ?
Zn1 O1 2.060(5) 4 ?
Zn1 O1 2.060(5) . ?
Zn1 Zn1 2.940(3) 3 ?
Br1 C1 1.922(8) . ?
O1 C3 1.220(8) 2 ?
O2 C3 1.232(8) . ?
N1 C10 1.323(10) . ?
N1 C11 1.342(10) . ?
N2 N3 1.300(11) . ?
N2 C15 1.332(10) . ?
N3 C15 1.329(11) 2_556 ?
C1 C4 1.363(7) . ?
C1 C4 1.363(7) 4_565 ?
C2 C7 1.370(11) . ?
C2 C6 1.382(11) . ?
C2 C3 1.566(9) . ?
C3 O1 1.220(8) 2 ?
C4 C4 1.456(12) 2_455 ?
C4 C5 1.496(8) . ?
C5 C9 1.316(11) . ?
C5 C8 1.375(11) . ?
C6 C9 1.459(10) . ?
C7 C8 1.416(10) . ?
C10 C12 1.375(10) . ?
C11 C14 1.399(10) . ?
C12 C13 1.379(10) . ?
C13 C14 1.409(10) . ?
C13 C15 1.508(10) . ?
C15 N3 1.329(11) 2_556 ?
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 -0.030 0.285 0.498 2542 751 ' '
