#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/90/4509005.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4509005
loop_
_publ_author_name
'Guo, Hua-Dong'
'Guo, Xian-Min'
'Batten, Stuart R.'
'Song, Jiang-Feng'
'Song, Shu-Yan'
'Dang, Song'
'Zheng, Guo-Li'
'Tang, Jin-Kui'
'Zhang, Hong-Jie'
_publ_section_title
;
 Hydrothermal Synthesis, Structures, and Luminescent Properties of Seven
 d10Metal−Organic Frameworks Based on
 9,9-Dipropylfluorene-2,7-Dicarboxylic Acid (H2DFDA)
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1394
_journal_paper_doi               10.1021/cg8006469
_journal_volume                  9
_journal_year                    2009
_chemical_formula_moiety         'C31 H34 N4 O4 Zn'
_chemical_formula_sum            'C31 H34 N4 O4 Zn'
_chemical_formula_weight         592.01
_chemical_melting_point          ?
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           57
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2c 2b'
_symmetry_space_group_name_H-M   'P b c m'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.783(2)
_cell_length_b                   24.640(6)
_cell_length_c                   14.613(4)
_cell_measurement_reflns_used    3248
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.4
_cell_volume                     3162.4(14)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_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  0.1422
_diffrn_reflns_av_sigmaI/netI    0.0990
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16860
_diffrn_reflns_theta_full        26.06
_diffrn_reflns_theta_max         26.06
_diffrn_reflns_theta_min         1.65
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.815
_exptl_absorpt_correction_T_max  0.7834
_exptl_absorpt_correction_T_min  0.7289
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.377
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3248
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.1399
_refine_ls_R_factor_gt           0.0877
_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)+(0.0932P)²+2.3197P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1928
_refine_ls_wR_factor_ref         0.2179
_reflns_number_gt                2136
_reflns_number_total             3248
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg8006469sup1.cif
_cod_data_source_block           compound5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_Hall     -p2c2b
_cod_original_sg_symbol_H-M      pbcm
_cod_database_code               4509005
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z-1/2'
'-x, y-1/2, z'
'x, -y-1/2, z-1/2'
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
C1 C 0.7781(10) -0.1321(3) 0.2500 0.0240(19) Uani 1 2 d S
H12 H 0.8314 -0.0995 0.2500 0.029 Uiso 1 2 calc SR
C2 C 0.6180(10) -0.1321(4) 0.2500 0.027(2) Uani 1 2 d S
C3 C 0.5429(11) -0.1814(4) 0.2500 0.039(2) Uani 1 2 d S
H10 H 0.4370 -0.1813 0.2500 0.046 Uiso 1 2 calc SR
C4 C 0.6177(10) -0.2313(4) 0.2500 0.040(3) Uani 1 2 d S
H9 H 0.5639 -0.2638 0.2500 0.048 Uiso 1 2 calc SR
C5 C 0.8712(11) -0.3313(3) 0.2500 0.034(2) Uani 1 2 d S
H3 H 0.7752 -0.3472 0.2500 0.041 Uiso 1 2 calc SR
C6 C 1.0001(10) -0.3626(3) 0.2500 0.029(2) Uani 1 2 d S
H2 H 0.9900 -0.4001 0.2500 0.035 Uiso 1 2 calc SR
C7 C 1.1436(11) -0.3405(3) 0.2500 0.027(2) Uani 1 2 d S
C8 C 1.1610(10) -0.2849(3) 0.2500 0.026(2) Uani 1 2 d S
H6 H 1.2579 -0.2696 0.2500 0.032 Uiso 1 2 calc SR
C9 C 1.0267(10) -0.1898(3) 0.2500 0.0221(18) Uani 1 2 d S
C10 C 0.8560(9) -0.1808(3) 0.2500 0.0242(19) Uani 1 2 d S
C11 C 0.7744(11) -0.2305(4) 0.2500 0.031(2) Uani 1 2 d S
C12 C 0.8875(10) -0.2742(3) 0.2500 0.026(2) Uani 1 2 d S
C13 C 1.0341(10) -0.2519(3) 0.2500 0.0202(17) Uani 1 2 d S
C14 C 0.5321(11) -0.0785(3) 0.2500 0.029(2) Uani 1 2 d S
C15 C 1.2832(11) -0.3757(4) 0.2500 0.026(2) Uani 1 2 d S
C16 C 1.1026(7) -0.1655(2) 0.3358(4) 0.0297(15) Uani 1 1 d .
H16A H 1.2099 -0.1749 0.3350 0.036 Uiso 1 1 calc R
H16B H 1.0952 -0.1263 0.3325 0.036 Uiso 1 1 calc R
C17 C 1.0355(10) -0.1840(3) 0.4259(4) 0.052(2) Uani 1 1 d .
H17A H 0.9318 -0.1708 0.4305 0.063 Uiso 1 1 calc R
H17B H 1.0318 -0.2234 0.4267 0.063 Uiso 1 1 calc R
C18 C 1.1237(14) -0.1648(4) 0.5074(6) 0.106(5) Uani 1 1 d .
H18A H 1.0755 -0.1775 0.5623 0.158 Uiso 1 1 calc R
H18B H 1.1265 -0.1259 0.5077 0.158 Uiso 1 1 calc R
H18C H 1.2257 -0.1787 0.5044 0.158 Uiso 1 1 calc R
C19 C 0.3351(8) 0.0800(3) 0.0004(4) 0.0368(16) Uani 1 1 d .
H23 H 0.3120 0.1032 -0.0479 0.044 Uiso 1 1 calc R
C20 C 0.4144(8) 0.0924(3) 0.0768(5) 0.0387(18) Uani 1 1 d .
H24 H 0.4567 0.1261 0.0899 0.046 Uiso 1 1 calc R
C21 C 0.3506(7) 0.0085(2) 0.0885(4) 0.0286(15) Uani 1 1 d .
H22 H 0.3395 -0.0267 0.1105 0.034 Uiso 1 1 calc R
C22 C 0.2025(8) -0.0046(3) -0.0570(4) 0.0350(16) Uani 1 1 d .
H25A H 0.2211 -0.0431 -0.0487 0.042 Uiso 1 1 calc R
H25B H 0.2339 0.0049 -0.1186 0.042 Uiso 1 1 calc R
C23 C 0.0320(8) 0.0063(3) -0.0470(4) 0.0417(17) Uani 1 1 d .
H26A H 0.0127 0.0442 -0.0608 0.050 Uiso 1 1 calc R
H26B H -0.0223 -0.0153 -0.0920 0.050 Uiso 1 1 calc R
N1 N 0.4227(6) 0.0473(2) 0.1322(3) 0.0277(12) Uani 1 1 d .
N2 N 0.2950(6) 0.0258(2) 0.0085(4) 0.0290(12) Uani 1 1 d .
O1 O 0.6167(7) -0.0358(2) 0.2500 0.0273(13) Uani 1 2 d S
O2 O 0.3924(7) -0.0784(2) 0.2500 0.0367(16) Uani 1 2 d S
O3 O 1.2637(7) -0.4267(2) 0.2500 0.0319(15) Uani 1 2 d S
O4 O 1.4122(8) -0.3550(3) 0.2500 0.0427(18) Uani 1 2 d S
Zn1 Zn 0.53557(11) 0.03802(4) 0.2500 0.0223(3) Uani 1 2 d S
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
C10 C1 C2 119.7(8) . .
C10 C1 H12 120.1 . .
C2 C1 H12 120.1 . .
C3 C2 C1 118.4(8) . .
C3 C2 C14 121.7(8) . .
C1 C2 C14 119.8(8) . .
C2 C3 C4 123.4(9) . .
C2 C3 H10 118.3 . .
C4 C3 H10 118.3 . .
C11 C4 C3 117.3(9) . .
C11 C4 H9 121.4 . .
C3 C4 H9 121.4 . .
C6 C5 C12 118.5(9) . .
C6 C5 H3 120.8 . .
C12 C5 H3 120.8 . .
C5 C6 C7 122.4(8) . .
C5 C6 H2 118.8 . .
C7 C6 H2 118.8 . .
C6 C7 C8 119.7(8) . .
C6 C7 C15 121.4(8) . .
C8 C7 C15 118.9(8) . .
C13 C8 C7 119.7(8) . .
C13 C8 H6 120.2 . .
C7 C8 H6 120.2 . .
C10 C9 C13 100.9(7) . .
C10 C9 C16 111.8(5) . .
C13 C9 C16 111.7(5) . .
C10 C9 C16 111.8(5) . 6_556
C13 C9 C16 111.7(5) . 6_556
C16 C9 C16 108.9(7) . 6_556
C1 C10 C11 120.0(8) . .
C1 C10 C9 128.2(8) . .
C11 C10 C9 111.9(7) . .
C4 C11 C10 121.2(8) . .
C4 C11 C12 131.8(8) . .
C10 C11 C12 107.0(8) . .
C13 C12 C5 118.9(8) . .
C13 C12 C11 109.6(7) . .
C5 C12 C11 131.5(8) . .
C8 C13 C12 120.9(7) . .
C8 C13 C9 128.5(8) . .
C12 C13 C9 110.6(7) . .
O2 C14 O1 125.0(8) . .
O2 C14 C2 120.0(8) . .
O1 C14 C2 115.0(8) . .
O4 C15 O3 122.0(8) . .
O4 C15 C7 120.4(8) . .
O3 C15 C7 117.5(8) . .
C17 C16 C9 115.0(6) . .
C17 C16 H16A 108.5 . .
C9 C16 H16A 108.5 . .
C17 C16 H16B 108.5 . .
C9 C16 H16B 108.5 . .
H16A C16 H16B 107.5 . .
C18 C17 C16 113.3(7) . .
C18 C17 H17A 108.9 . .
C16 C17 H17A 108.9 . .
C18 C17 H17B 108.9 . .
C16 C17 H17B 108.9 . .
H17A C17 H17B 107.7 . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C20 C19 N2 106.1(6) . .
C20 C19 H23 126.9 . .
N2 C19 H23 126.9 . .
C19 C20 N1 109.4(6) . .
C19 C20 H24 125.3 . .
N1 C20 H24 125.3 . .
N1 C21 N2 111.7(5) . .
N1 C21 H22 124.2 . .
N2 C21 H22 124.2 . .
N2 C22 C23 113.0(5) . .
N2 C22 H25A 109.0 . .
C23 C22 H25A 109.0 . .
N2 C22 H25B 109.0 . .
C23 C22 H25B 109.0 . .
H25A C22 H25B 107.8 . .
C23 C23 C22 114.4(7) 5 .
C23 C23 H26A 108.7 5 .
C22 C23 H26A 108.7 . .
C23 C23 H26B 108.7 5 .
C22 C23 H26B 108.7 . .
H26A C23 H26B 107.6 . .
C21 N1 C20 106.0(5) . .
C21 N1 Zn1 125.1(4) . .
C20 N1 Zn1 128.7(4) . .
C21 N2 C19 106.8(5) . .
C21 N2 C22 127.8(5) . .
C19 N2 C22 125.3(5) . .
C14 O1 Zn1 123.4(6) . .
C15 O3 Zn1 108.5(6) . 7_755
O1 Zn1 O3 94.9(2) . 7_765
O1 Zn1 N1 106.72(16) . .
O3 Zn1 N1 113.20(16) 7_765 .
O1 Zn1 N1 106.72(16) . 6_556
O3 Zn1 N1 113.20(16) 7_765 6_556
N1 Zn1 N1 118.8(3) . 6_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C10 1.380(11) .
C1 C2 1.407(12) .
C1 H12 0.9300 .
C2 C3 1.383(12) .
C2 C14 1.519(12) .
C3 C4 1.394(12) .
C3 H10 0.9300 .
C4 C11 1.377(12) .
C4 H9 0.9300 .
C5 C6 1.370(12) .
C5 C12 1.414(11) .
C5 H3 0.9300 .
C6 C7 1.373(12) .
C6 H2 0.9300 .
C7 C8 1.379(11) .
C7 C15 1.502(12) .
C8 C13 1.379(11) .
C8 H6 0.9300 .
C9 C10 1.516(12) .
C9 C13 1.531(11) .
C9 C16 1.542(7) .
C9 C16 1.542(7) 6_556
C10 C11 1.419(12) .
C11 C12 1.465(12) .
C12 C13 1.400(12) .
C14 O2 1.226(10) .
C14 O1 1.290(10) .
C15 O4 1.242(11) .
C15 O3 1.267(10) .
C16 C17 1.513(9) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 C18 1.497(11) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 C20 1.350(9) .
C19 N2 1.386(8) .
C19 H23 0.9300 .
C20 N1 1.376(8) .
C20 H24 0.9300 .
C21 N1 1.313(8) .
C21 N2 1.336(8) .
C21 H22 0.9300 .
C22 N2 1.463(8) .
C22 C23 1.529(10) .
C22 H25A 0.9700 .
C22 H25B 0.9700 .
C23 C23 1.517(13) 5
C23 H26A 0.9700 .
C23 H26B 0.9700 .
N1 Zn1 2.000(5) .
O1 Zn1 1.953(6) .
O3 Zn1 1.966(6) 7_755
Zn1 O3 1.966(6) 7_765
Zn1 N1 2.000(5) 6_556
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_4
C10 C1 C2 C3 0.0 . .
C10 C1 C2 C14 180.0 . .
C1 C2 C3 C4 0.0 . .
C14 C2 C3 C4 180.0 . .
C2 C3 C4 C11 0.0 . .
C12 C5 C6 C7 0.0 . .
C5 C6 C7 C8 0.0 . .
C5 C6 C7 C15 180.0 . .
C6 C7 C8 C13 0.0 . .
C15 C7 C8 C13 180.0 . .
C2 C1 C10 C11 0.0 . .
C2 C1 C10 C9 180.0 . .
C13 C9 C10 C1 180.0 . .
C16 C9 C10 C1 61.2(5) . .
C16 C9 C10 C1 -61.2(5) 6_556 .
C13 C9 C10 C11 0.0 . .
C16 C9 C10 C11 -118.8(5) . .
C16 C9 C10 C11 118.8(5) 6_556 .
C3 C4 C11 C10 0.0 . .
C3 C4 C11 C12 180.0 . .
C1 C10 C11 C4 0.0 . .
C9 C10 C11 C4 180.0 . .
C1 C10 C11 C12 180.0 . .
C9 C10 C11 C12 0.0 . .
C6 C5 C12 C13 0.0 . .
C6 C5 C12 C11 180.0 . .
C4 C11 C12 C13 180.0 . .
C10 C11 C12 C13 0.0 . .
C4 C11 C12 C5 0.0 . .
C10 C11 C12 C5 180.0 . .
C7 C8 C13 C12 0.0 . .
C7 C8 C13 C9 180.0 . .
C5 C12 C13 C8 0.0 . .
C11 C12 C13 C8 180.0 . .
C5 C12 C13 C9 180.0 . .
C11 C12 C13 C9 0.0 . .
C10 C9 C13 C8 180.0 . .
C16 C9 C13 C8 -61.1(5) . .
C16 C9 C13 C8 61.1(5) 6_556 .
C10 C9 C13 C12 0.0 . .
C16 C9 C13 C12 118.9(5) . .
C16 C9 C13 C12 -118.9(5) 6_556 .
C3 C2 C14 O2 0.0 . .
C1 C2 C14 O2 180.0 . .
C3 C2 C14 O1 180.0 . .
C1 C2 C14 O1 0.0 . .
C6 C7 C15 O4 180.0 . .
C8 C7 C15 O4 0.0 . .
C6 C7 C15 O3 0.0 . .
C8 C7 C15 O3 180.0 . .
C10 C9 C16 C17 53.8(8) . .
C13 C9 C16 C17 -58.4(8) . .
C16 C9 C16 C17 177.7(4) 6_556 .
C9 C16 C17 C18 173.2(7) . .
N2 C19 C20 N1 -0.7(8) . .
N2 C22 C23 C23 -57.9(10) . 5
N2 C21 N1 C20 -0.5(7) . .
N2 C21 N1 Zn1 -175.5(4) . .
C19 C20 N1 C21 0.7(8) . .
C19 C20 N1 Zn1 175.5(5) . .
N1 C21 N2 C19 0.1(7) . .
N1 C21 N2 C22 -176.9(5) . .
C20 C19 N2 C21 0.4(7) . .
C20 C19 N2 C22 177.4(6) . .
C23 C22 N2 C21 97.1(8) . .
C23 C22 N2 C19 -79.3(8) . .
O2 C14 O1 Zn1 0.0 . .
C2 C14 O1 Zn1 180.0 . .
O4 C15 O3 Zn1 0.0 . 7_755
C7 C15 O3 Zn1 180.0 . 7_755
C14 O1 Zn1 O3 180.0 . 7_765
C14 O1 Zn1 N1 -64.00(16) . .
C14 O1 Zn1 N1 64.00(16) . 6_556
C21 N1 Zn1 O1 31.6(6) . .
C20 N1 Zn1 O1 -142.2(6) . .
C21 N1 Zn1 O3 134.7(5) . 7_765
C20 N1 Zn1 O3 -39.2(6) . 7_765
C21 N1 Zn1 N1 -88.9(6) . 6_556
C20 N1 Zn1 N1 97.2(6) . 6_556
