#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:26:43 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179631 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/95/4509519.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_4509519
loop_
_publ_author_name
'Chung, Haemi'
'Barron, Paul M.'
'Novotny, Richard W.'
'Son, Hyun-Tak'
'Hu, Chunhua'
'Choe, Wonyoung'
_publ_section_title
;
 Structural Variation in Porphyrin Pillared Homologous Series: Influence
 of Distinct Coordination Centers for Pillars on Framework Topology
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3327
_journal_paper_doi               10.1021/cg900220g
_journal_volume                  9
_journal_year                    2009
_chemical_formula_moiety         'C72 H38 N8 O13 Zn3'
_chemical_formula_sum            'C72 H38 N8 O13 Zn3'
_chemical_formula_weight         1419.27
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 104.079(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   22.2897(9)
_cell_length_b                   16.8927(7)
_cell_length_c                   16.4976(7)
_cell_measurement_reflns_used    9626
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.73
_cell_volume                     6025.3(4)
_computing_cell_refinement       'SAINT+ (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2005)'
_computing_data_reduction        SAINT+
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full .995
_diffrn_measured_fraction_theta_max .995
_diffrn_measurement_device_type  'Bruker SMART Apex CCD'
_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  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0152
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            51096
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.27
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.631
_exptl_absorpt_correction_T_max  0.8618
_exptl_absorpt_correction_T_min  0.7181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ' SADABS (Sheldrick, 2007)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    0.782
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.562
_exptl_crystal_size_mid          0.296
_exptl_crystal_size_min          0.243
_platon_squeeze_details
;
Disordered, independent solvent molecules were eliminated from the refinement 
using SQUEEZE/PLATON [Spek, A.L. (2003), J. Appl. Cryst. 36, 7-13].

R factors before data are squeezed:
_refine_ls_R_factor_all           0.1021 
_refine_ls_R_factor_gt            0.0983 
_refine_ls_wR_factor_ref          0.3494 
_refine_ls_wR_factor_gt           0.3429 
;
_refine_diff_density_max         1.152
_refine_diff_density_min         -.300
_refine_diff_density_rms         .066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         6769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0466
_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)+(0.1167P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1511
_refine_ls_wR_factor_ref         0.1543
_reflns_number_gt                6077
_reflns_number_total             6769
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg900220gsup2.cif
_cod_data_source_block           c8ch4sq
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               4509519
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'
'-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 -0.01652(3) 0.5000 -0.00533(7) 0.0470(3) Uani 0.50 2 d SP
Zn2 Zn 0.068449(10) 0.0000 0.523623(14) 0.02926(12) Uani 1 2 d S
O1 O 0.04614(7) 0.08462(9) 0.43236(9) 0.0583(4) Uani 1 1 d .
O2 O -0.05665(7) 0.08377(9) 0.39370(9) 0.0597(4) Uani 1 1 d .
O3 O 0.35110(8) 0.13397(13) 0.53750(17) 0.1032(7) Uani 1 1 d .
O4 O -0.1184(3) 0.5000 -0.0375(4) 0.0856(16) Uani 0.50 2 d SP
H4 H -0.1426 0.5172 -0.0877 0.103 Uiso 0.25 1 d PR
H4' H -0.1355 0.5069 0.0055 0.103 Uiso 0.25 1 d PR
N1 N 0.0000 0.37928(11) 0.0000 0.0546(6) Uani 1 2 d S
N2 N 0.00107(14) 0.5000 0.12350(12) 0.0539(6) Uani 1 2 d S
N3 N 0.16212(9) 0.0000 0.53370(13) 0.0408(5) Uani 1 2 d S
N4 N 0.35067(10) 0.0000 0.53305(17) 0.0592(6) Uani 1 2 d S
C1 C 0.00007(11) 0.33071(10) 0.06635(11) 0.0569(5) Uani 1 1 d .
C2 C 0.00009(14) 0.24970(11) 0.04086(13) 0.0741(7) Uani 1 1 d .
H2 H 0.0002 0.2054 0.0744 0.089 Uiso 1 1 calc R
C3 C 0.00021(11) 0.35586(11) 0.14776(11) 0.0528(5) Uani 1 1 d .
C4 C 0.00133(12) 0.43504(10) 0.17381(11) 0.0550(5) Uani 1 1 d .
C5 C 0.00052(14) 0.46060(13) 0.25689(12) 0.0724(7) Uani 1 1 d .
H5 H 0.0001 0.4280 0.3022 0.087 Uiso 1 1 calc R
C6 C -0.00064(11) 0.29247(10) 0.21108(11) 0.0521(5) Uani 1 1 d .
C7 C 0.05145(13) 0.27020(17) 0.26787(17) 0.0815(8) Uani 1 1 d .
H7 H 0.0887 0.2949 0.2678 0.098 Uiso 1 1 calc R
C8 C 0.05031(12) 0.21127(15) 0.32619(16) 0.0740(7) Uani 1 1 d .
H8 H 0.0867 0.1971 0.3644 0.089 Uiso 1 1 calc R
C9 C -0.00340(9) 0.17395(10) 0.32810(11) 0.0448(4) Uani 1 1 d .
C10 C -0.05649(12) 0.19756(19) 0.27230(18) 0.0886(10) Uani 1 1 d .
H10 H -0.0940 0.1743 0.2739 0.106 Uiso 1 1 calc R
C11 C -0.05512(14) 0.25567(19) 0.2134(2) 0.0946(10) Uani 1 1 d .
H11 H -0.0915 0.2699 0.1751 0.114 Uiso 1 1 calc R
C12 C -0.00460(9) 0.10907(10) 0.38990(10) 0.0427(4) Uani 1 1 d .
C15 C 0.28569(13) 0.0000 0.5351(2) 0.0643(8) Uani 1 2 d S
C13 C 0.20393(17) 0.0199(5) 0.6003(3) 0.074(3) Uani 0.50 1 d P
H13 H 0.1906 0.0338 0.6476 0.089 Uiso 0.50 1 calc PR
C14 C 0.26795(18) 0.0219(4) 0.6059(3) 0.075(3) Uani 0.50 1 d P
H14 H 0.2964 0.0370 0.6545 0.090 Uiso 0.50 1 calc PR
C16 C 0.24313(17) -0.0165(8) 0.4654(2) 0.074(4) Uani 0.50 1 d P
H16 H 0.2550 -0.0289 0.4166 0.089 Uiso 0.50 1 calc PR
C17 C 0.18155(18) -0.0153(8) 0.4657(2) 0.065(4) Uani 0.50 1 d P
H17 H 0.1524 -0.0256 0.4160 0.078 Uiso 0.50 1 calc PR
C18 C 0.37776(10) 0.07368(16) 0.52940(16) 0.0681(6) Uani 1 1 d .
C19 C 0.44105(9) 0.07290(15) 0.51433(15) 0.0612(6) Uani 1 1 d .
C20 C 0.47049(10) 0.14263(16) 0.50795(18) 0.0761(7) Uani 1 1 d .
H20 H 0.4513 0.1904 0.5142 0.091 Uiso 1 1 calc R
C21 C 0.47013(11) 0.0000 0.50790(18) 0.0534(7) 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 .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn .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 N2 160.07(4) 5_565 .
N2 Zn1 N1 88.35(3) 5_565 5_565
N2 Zn1 N1 88.22(3) . 5_565
N2 Zn1 N1 88.35(3) 5_565 .
N2 Zn1 N1 88.22(3) . .
N1 Zn1 N1 160.14(4) 5_565 .
N2 Zn1 O4 99.90(19) 5_565 .
N2 Zn1 O4 100.03(19) . .
N1 Zn1 O4 99.93(2) 5_565 .
N1 Zn1 O4 99.93(2) . .
O2 Zn2 O2 88.59(9) 5_556 2_556
O2 Zn2 O1 87.67(7) 5_556 6
O2 Zn2 O1 159.11(7) 2_556 6
O2 Zn2 O1 159.11(7) 5_556 .
O2 Zn2 O1 87.67(7) 2_556 .
O1 Zn2 O1 88.54(9) 6 .
O2 Zn2 N3 103.97(6) 5_556 .
O2 Zn2 N3 103.97(6) 2_556 .
O1 Zn2 N3 96.88(6) 6 .
O1 Zn2 N3 96.88(6) . .
O2 Zn2 Zn2 83.28(5) 5_556 5_556
O2 Zn2 Zn2 83.28(5) 2_556 5_556
O1 Zn2 Zn2 75.87(4) 6 5_556
O1 Zn2 Zn2 75.88(4) . 5_556
N3 Zn2 Zn2 169.70(6) . 5_556
C12 O1 Zn2 132.00(13) . .
C12 O2 Zn2 123.07(12) . 5_556
Zn1 O4 H4 124.2 . .
Zn1 O4 H4' 115.1 . .
H4 O4 H4' 113.9 . .
C1 N1 C1 106.3(2) 2 .
C1 N1 Zn1 126.20(10) 2 5_565
C1 N1 Zn1 126.26(10) . 5_565
C1 N1 Zn1 126.26(10) 2 .
C1 N1 Zn1 126.20(10) . .
C4 N2 C4 105.9(2) . 6_565
C4 N2 Zn1 126.44(11) . 5_565
C4 N2 Zn1 126.44(11) 6_565 5_565
C4 N2 Zn1 126.37(10) . .
C4 N2 Zn1 126.37(10) 6_565 .
C13 N3 C17 116.9(3) . .
C13 N3 C17 110.6(4) 6 .
C13 N3 C17 110.6(4) . 6
C13 N3 C17 116.9(3) 6 6
C13 N3 Zn2 125.0(2) . .
C13 N3 Zn2 125.0(2) 6 .
C17 N3 Zn2 117.9(2) . .
C17 N3 Zn2 117.9(2) 6 .
C18 N4 C18 127.0(2) 6 .
C18 N4 C15 116.45(12) 6 .
C18 N4 C15 116.45(12) . .
N1 C1 C3 125.57(16) . .
N1 C1 C2 109.79(16) . .
C3 C1 C2 124.64(17) . .
C2 C2 C1 107.08(11) 2 .
C2 C2 H2 126.5 2 .
C1 C2 H2 126.5 . .
C4 C3 C1 125.13(16) . .
C4 C3 C6 118.01(15) . .
C1 C3 C6 116.85(16) . .
N2 C4 C3 125.36(16) . .
N2 C4 C5 109.62(16) . .
C3 C4 C5 124.98(16) . .
C5 C5 C4 107.43(11) 6_565 .
C5 C5 H5 126.3 6_565 .
C4 C5 H5 126.3 . .
C7 C6 C11 118.00(19) . .
C7 C6 C3 121.7(2) . .
C11 C6 C3 120.3(2) . .
C6 C7 C8 121.4(2) . .
C6 C7 H7 119.3 . .
C8 C7 H7 119.3 . .
C9 C8 C7 120.8(2) . .
C9 C8 H8 119.6 . .
C7 C8 H8 119.6 . .
C8 C9 C10 118.09(18) . .
C8 C9 C12 121.02(18) . .
C10 C9 C12 120.90(18) . .
C9 C10 C11 120.9(2) . .
C9 C10 H10 119.5 . .
C11 C10 H10 119.5 . .
C6 C11 C10 120.7(2) . .
C6 C11 H11 119.6 . .
C10 C11 H11 119.6 . .
O1 C12 O2 125.70(16) . .
O1 C12 C9 117.36(17) . .
O2 C12 C9 116.94(17) . .
C16 C15 C14 120.0(3) . .
C16 C15 C14 112.8(4) 6 .
C16 C15 C14 112.8(4) . 6
C16 C15 C14 120.0(3) 6 6
C16 C15 N4 119.0(3) . .
C16 C15 N4 119.0(3) 6 .
C14 C15 N4 120.9(3) . .
C14 C15 N4 120.9(3) 6 .
N3 C13 C14 124.6(4) . .
N3 C13 H13 117.7 . .
C14 C13 H13 117.7 . .
C15 C14 C13 115.8(4) . .
C15 C14 H14 122.1 . .
C13 C14 H14 122.1 . .
C15 C16 C17 119.8(4) . .
C15 C16 H16 120.1 . .
C17 C16 H16 120.1 . .
N3 C17 C16 122.6(4) . .
N3 C17 H17 118.7 . .
C16 C17 H17 118.7 . .
O3 C18 N4 121.4(2) . .
O3 C18 C19 122.6(2) . .
N4 C18 C19 116.0(2) . .
C20 C19 C21 120.69(18) . .
C20 C19 C18 119.8(2) . .
C21 C19 C18 119.5(2) . .
C19 C20 C20 120.32(13) . 2_656
C19 C20 H20 119.8 . .
C20 C20 H20 119.8 2_656 .
C19 C21 C19 122.1(2) . 6
C19 C21 C21 118.96(12) . 5_656
C19 C21 C21 118.96(12) 6 5_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N2 2.065(2) .
Zn1 N1 2.0703(19) .
Zn1 O4 2.203(6) .
Zn2 O2 2.0264(12) 5_556
Zn2 O2 2.0265(12) 2_556
Zn2 O1 2.0478(13) 6
Zn2 O1 2.0478(13) .
Zn2 N3 2.054(2) .
Zn2 Zn2 2.9600(5) 5_556
O1 C12 1.247(2) .
O2 C12 1.252(2) .
O2 Zn2 2.0265(12) 5_556
O3 C18 1.203(3) .
O4 H4 0.9186 .
O4 H4' 0.8909 .
N1 C1 1.368(2) 2
N1 C1 1.368(2) .
N1 Zn1 2.0703(19) 5_565
N2 C4 1.375(2) .
N2 C4 1.375(2) 6_565
N2 Zn1 2.060(2) 5_565
N3 C13 1.300(5) .
N3 C13 1.300(5) 6
N3 C17 1.323(5) .
N3 C17 1.323(5) 6
N4 C18 1.391(3) 6
N4 C18 1.391(3) .
N4 C15 1.457(3) .
C1 C3 1.408(2) .
C1 C2 1.432(3) .
C2 C2 1.347(4) 2
C2 H2 0.9300 .
C3 C4 1.403(2) .
C3 C6 1.499(2) .
C4 C5 1.441(2) .
C5 C5 1.331(4) 6_565
C5 H5 0.9300 .
C6 C7 1.356(3) .
C6 C11 1.373(4) .
C7 C8 1.389(3) .
C7 H7 0.9300 .
C8 C9 1.360(3) .
C8 H8 0.9300 .
C9 C10 1.370(3) .
C9 C12 1.502(2) .
C10 C11 1.386(3) .
C10 H10 0.9300 .
C11 H11 0.9300 .
C15 C16 1.330(6) .
C15 C16 1.330(6) 6
C15 C14 1.372(5) .
C15 C14 1.372(5) 6
C13 C14 1.408(5) .
C13 H13 0.9300 .
C14 H14 0.9300 .
C16 C17 1.374(5) .
C16 H16 0.9300 .
C17 H17 0.9300 .
C18 C19 1.491(3) .
C19 C20 1.365(3) .
C19 C21 1.408(3) .
C20 C20 1.403(4) 2_656
C20 H20 0.9300 .
C21 C19 1.408(3) 6
C21 C21 1.418(5) 5_656
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
1 0.000 -0.007 -0.005 3372.2 903.8
