#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/23/4312334.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_4312334
loop_
_publ_author_name
'Lianhe Yu'
'Kannan Muthukumaran'
'Igor V. Sazanovich'
'Christine Kirmaier'
'Eve Hindin'
'James R. Diers'
'Paul D. Boyle'
'David F. Bocian'
'Dewey Holten'
'Jonathan S. Lindsey'
_publ_contact_author_address
;
Department of Chemistry
North Carolina State University
Raleigh, NC 27695-8204
;
_publ_contact_author_email       jlindsey@ncsu.edu
_publ_contact_author_fax         1(919)5155079
_publ_contact_author_name        'Jonathan S. Lindsey'
_publ_contact_author_phone       1(919)5156406
_publ_section_title
;
 Excited-State Energy-Transfer Dynamics in Self-Assembled Triads Composed
 of Two Porphyrins and an Intervening Bis(dipyrrinato)metal Complex
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6629
_journal_page_last               6647
_journal_paper_doi               10.1021/ic034559m
_journal_volume                  42
_journal_year                    2003
_chemical_compound_source        'laboratory synthesis'
_chemical_formula_moiety         'C31 H23 Cl3 N4 Zn '
_chemical_formula_sum            'C31 H23 Cl3 N4 Zn'
_chemical_formula_weight         623.28
_chemical_name_systematic
;
Bis(5-phenyldipyrrinato)zinc(II)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 111.866(16)
_cell_angle_gamma                90.0
_cell_formula_units_Z            8
_cell_length_a                   25.478(5)
_cell_length_b                   10.9632(10)
_cell_length_c                   22.143(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    148
_cell_measurement_theta_max      18.00
_cell_measurement_theta_min      15.00
_cell_volume                     5740.0(17)
_computing_cell_refinement       'Nonius CAD4 Argus'
_computing_data_collection       'Nonius CAD4 Argus'
_computing_data_reduction        'NRCVAX DATRD2'
_computing_molecular_graphics    NRCVAX
_computing_publication_material  'NRCVAX TABLES Jan 94 Version'
_computing_structure_refinement  'NRCVAX LSTSQ'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      148
_diffrn_measurement_device       'Nonius CAD-4    '
_diffrn_measurement_method       'Omega scan b/P/b        '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'xray tube'
_diffrn_radiation_type           'Molybdenum K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .000
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5016
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.20
_diffrn_standards_decay_%        1.9
_diffrn_standards_interval_time  80
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.16
_exptl_absorpt_correction_T_max  .9976
_exptl_absorpt_correction_T_min  .8427
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   'NRCVAX ABSORP'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_description       plate
_exptl_crystal_F_000             2551.13
_exptl_crystal_size_max          .38
_exptl_crystal_size_mid          .18
_exptl_crystal_size_min          .12
_refine_diff_density_max         1.46
_refine_diff_density_min         -1.26
_refine_ls_extinction_coef       0.0
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.59
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         3330
_refine_ls_R_factor_all          .116
_refine_ls_R_factor_gt           .064
_refine_ls_shift/su_max          .000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     '1/(σ²(F)+ .0003F²) '
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         .079
_refine_ls_wR_factor_ref         .077
_reflns_number_gt                3334
_reflns_number_total             5016
_reflns_threshold_expression     'Inet > 1.0σ(Inet)'
_cod_data_source_file            ic034559m.cif
_cod_data_source_block           Zn-2a
_cod_original_cell_volume        5740.0(16)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C31 H23 Cl3 N4 Zn '
_cod_database_code               4312334
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
1/2+x,1/2+y,z
1/2-x,1/2-y,-z
-x,y,1/2-z
x,-y,1/2+z
1/2-x,1/2+y,1/2-z
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
Zn1 .00000 .95541(10) .75000 .0168(6) Uani ? S Zn
N1 .0247(2) .8655(5) .6876(3) .019(3) Uani ? . N
N2 .0721(2) 1.0441(5) .7899(2) .016(3) Uani ? . N
C1 -.0034(3) .7816(6) .6432(3) .018(4) Uani ? . C
C2 .0286(3) .7353(7) .6092(3) .027(4) Uani ? . C
C3 .0803(3) .7946(7) .6346(3) .025(4) Uani ? . C
C4 .0782(3) .8761(5) .6840(3) .015(3) Uani ? . C
C5 .1216(2) .9503(6) .7242(3) .015(3) Uani ? . C
C6 .1192(2) 1.0287(5) .7730(3) .013(3) Uani ? . C
C7 .1626(2) 1.1063(6) .8124(3) .019(4) Uani ? . C
C8 .1425(3) 1.1675(7) .8521(3) .027(4) Uani ? . C
C9 .0863(3) 1.1300(6) .8372(3) .021(4) Uani ? . C
C10 .1762(2) .9499(6) .7135(3) .016(3) Uani ? . C
C11 .1900(3) 1.0432(6) .6808(3) .022(4) Uani ? . C
C12 .2415(3) 1.0418(7) .6721(3) .028(4) Uani ? . C
C13 .2793(3) .9492(7) .6966(4) .030(4) Uani ? . C
C14 .2660(3) .8551(8) .7294(4) .038(5) Uani ? . C
C15 .2144(3) .8538(7) .7378(4) .031(5) Uani ? . C
Zn2 .00000 .45503(11) .75000 .0180(7) Uani ? S Zn
N1' .0681(2) .5470(5) .8056(3) .019(3) Uani ? . N
N2' -.0087(2) .3658(5) .8231(2) .016(3) Uani ? . N
C1' .0950(3) .6340(6) .7889(3) .021(4) Uani ? . C
C2' .1384(3) .6872(6) .8441(4) .022(4) Uani ? . C
C3' .1364(3) .6227(6) .8966(3) .022(4) Uani ? . C
C4' .0926(3) .5353(6) .8735(3) .020(3) Uani ? . C
C5' .0735(3) .4545(6) .9106(3) .019(3) Uani ? . C
C6' .0280(2) .3745(6) .8881(3) .017(3) Uani ? . C
C7' .0108(3) .2876(6) .9248(3) .023(4) Uani ? . C
C8' -.0350(3) .2272(7) .8827(3) .025(4) Uani ? . C
C9' -.0460(3) .2769(7) .8210(3) .025(4) Uani ? . C
C10' .1073(3) .4542(6) .9826(3) .023(4) Uani ? . C
C11' .0881(3) .5087(7) 1.0257(3) .035(4) Uani ? . C
C12' .1200(4) .5075(7) 1.0920(4) .038(5) Uani ? . C
C13' .1721(3) .4545(8) 1.1156(3) .034(4) Uani ? . C
C14' .1919(4) .4037(12) 1.0723(4) .080(7) Uani ? . C
C15' .1605(4) .4025(11) 1.0059(4) .064(6) Uani ? . C
C1s -.1444(4) .0572(11) .0203(4) .069(7) Uani ? . C
Cl1s -.21169(11) .0895(3) .01282(15) .085(2) Uani ? . Cl
Cl2s -.12107(18) .1764(5) -.01692(17) .159(4) Uani ? . Cl
Cl3s -.1395(3) -.0809(5) -.01221(16) .230(6) Uani ? . Cl
H1 -.041 .756 .636 .0299 Uiso ? . H
H2 .017 .675 .575 .0385 Uiso ? . H
H3 .112 .783 .622 .0351 Uiso ? . H
H7 .200 1.114 .811 .0297 Uiso ? . H
H8 .163 1.226 .884 .0355 Uiso ? . H
H9 .062 1.160 .858 .0323 Uiso ? . H
H11 .164 1.110 .664 .0333 Uiso ? . H
H12 .251 1.107 .649 .0406 Uiso ? . H
H13 .315 .950 .691 .0430 Uiso ? . H
H14 .293 .790 .747 .0483 Uiso ? . H
H15 .205 .787 .760 .0419 Uiso ? . H
H1' .087 .658 .745 .0323 Uiso ? . H
H2' .163 .753 .844 .0325 Uiso ? . H
H3' .161 .635 .941 .0324 Uiso ? . H
H7' .028 .274 .971 .0330 Uiso ? . H
H8' -.056 .163 .893 .0353 Uiso ? . H
H9' -.076 .251 .782 .0337 Uiso ? . H
H11' .052 .549 1.010 .0450 Uiso ? . H
H12' .105 .545 1.122 .0500 Uiso ? . H
H13' .194 .452 1.162 .0417 Uiso ? . H
H14' .229 .368 1.088 .0827 Uiso ? . H
H15' .176 .368 .976 .0697 Uiso ? . H
H1s -.120 .057 .065 .0768 Uiso ? . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C ? .003 .002 'International Tables Vol. IV Table 2.2B'
H ? .000 .000 'International Tables Vol. IV Table 2.2B'
Cl ? .148 .159 'International Tables Vol. IV Table 2.2B'
N ? .006 .003 'International Tables Vol. IV Table 2.2B'
Zn ? .284 1.430 'International Tables Vol. IV Table 2.2B'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-6 2 4
-2 2 6
-8 -4 -1
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N1 120.3(2) ? ? 5_556 ?
N1 Zn1 N2 94.2(2) ? ? ? ?
N1 Zn1 N2 114.6(2) ? ? 5_556 ?
N1 Zn1 N2 114.6(2) 5_556 ? ? ?
N1 Zn1 N2 94.2(2) 5_556 ? 5_556 ?
N2 Zn1 N2 121.0(2) ? ? 5_556 ?
Zn1 N1 C1 129.2(4) ? ? ? ?
Zn1 N1 C4 124.6(4) ? ? ? ?
C1 N1 C4 106.2(5) ? ? ? ?
Zn1 N2 C6 124.8(4) ? ? ? ?
Zn1 N2 C9 128.8(4) ? ? ? ?
C6 N2 C9 106.5(5) ? ? ? ?
N1 C1 C2 112.7(5) ? ? ? ?
N1 C1 H1 123.3(6) ? ? ? ?
C2 C1 H1 124.0(6) ? ? ? ?
C1 C2 C3 105.6(6) ? ? ? ?
C1 C2 H2 127.0(7) ? ? ? ?
C3 C2 H2 127.5(6) ? ? ? ?
C2 C3 C4 107.6(5) ? ? ? ?
C2 C3 H3 126.3(7) ? ? ? ?
C4 C3 H3 126.0(6) ? ? ? ?
N1 C4 C3 107.9(5) ? ? ? ?
N1 C4 C5 124.7(5) ? ? ? ?
C3 C4 C5 127.3(5) ? ? ? ?
C4 C5 C6 126.7(5) ? ? ? ?
C4 C5 C10 117.5(5) ? ? ? ?
C6 C5 C10 115.8(5) ? ? ? ?
N2 C6 C5 124.9(5) ? ? ? ?
N2 C6 C7 108.4(5) ? ? ? ?
C5 C6 C7 126.7(5) ? ? ? ?
C6 C7 C8 107.7(5) ? ? ? ?
C6 C7 H7 126.0(6) ? ? ? ?
C8 C7 H7 126.4(7) ? ? ? ?
C7 C8 C9 107.5(6) ? ? ? ?
C7 C8 H8 126.1(7) ? ? ? ?
C9 C8 H8 126.4(7) ? ? ? ?
N2 C9 C8 110.0(5) ? ? ? ?
N2 C9 H9 125.0(6) ? ? ? ?
C8 C9 H9 125.1(7) ? ? ? ?
C5 C10 C11 121.2(6) ? ? ? ?
C5 C10 C15 119.8(6) ? ? ? ?
C11 C10 C15 119.0(5) ? ? ? ?
C10 C11 C12 120.3(6) ? ? ? ?
C10 C11 H11 119.7(6) ? ? ? ?
C12 C11 H11 120.0(7) ? ? ? ?
C11 C12 C13 120.9(6) ? ? ? ?
C11 C12 H12 119.6(7) ? ? ? ?
C13 C12 H12 119.5(6) ? ? ? ?
C12 C13 C14 119.6(6) ? ? ? ?
C12 C13 H13 120.1(8) ? ? ? ?
C14 C13 H13 120.3(8) ? ? ? ?
C13 C14 C15 120.5(7) ? ? ? ?
C13 C14 H14 119.6(7) ? ? ? ?
C15 C14 H14 119.9(8) ? ? ? ?
C10 C15 C14 119.7(7) ? ? ? ?
C10 C15 H15 120.0(6) ? ? ? ?
C14 C15 H15 120.3(7) ? ? ? ?
N1' Zn2 N1' 119.0(2) ? ? 5_556 ?
N1' Zn2 N2' 94.7(2) ? ? ? ?
N1' Zn2 N2' 114.9(2) ? ? 5_556 ?
N1' Zn2 N2' 114.9(2) 5_556 ? ? ?
N1' Zn2 N2' 94.7(2) 5_556 ? 5_556 ?
N2' Zn2 N2' 120.5(2) ? ? 5_556 ?
Zn2 N1' C1' 128.7(4) ? ? ? ?
Zn2 N1' C4' 123.7(4) ? ? ? ?
C1' N1' C4' 107.4(5) ? ? ? ?
Zn2 N2' C6' 125.0(4) ? ? ? ?
Zn2 N2' C9' 128.5(4) ? ? ? ?
C6' N2' C9' 106.1(5) ? ? ? ?
N1' C1' C2' 112.2(6) ? ? ? ?
N1' C1' H1' 123.7(6) ? ? ? ?
C2' C1' H1' 124.1(6) ? ? ? ?
C1' C2' C3' 104.6(5) ? ? ? ?
C1' C2' H2' 127.6(7) ? ? ? ?
C3' C2' H2' 127.8(7) ? ? ? ?
C2' C3' C4' 108.3(6) ? ? ? ?
C2' C3' H3' 125.9(6) ? ? ? ?
C4' C3' H3' 125.8(6) ? ? ? ?
N1' C4' C3' 107.5(5) ? ? ? ?
N1' C4' C5' 124.7(6) ? ? ? ?
C3' C4' C5' 127.7(6) ? ? ? ?
C4' C5' C6' 127.5(6) ? ? ? ?
C4' C5' C10' 115.7(5) ? ? ? ?
C6' C5' C10' 116.8(6) ? ? ? ?
N2' C6' C5' 124.2(5) ? ? ? ?
N2' C6' C7' 108.2(5) ? ? ? ?
C5' C6' C7' 127.6(6) ? ? ? ?
C6' C7' C8' 107.5(6) ? ? ? ?
C6' C7' H7' 126.3(6) ? ? ? ?
C8' C7' H7' 126.2(7) ? ? ? ?
C7' C8' C9' 106.8(6) ? ? ? ?
C7' C8' H8' 126.6(7) ? ? ? ?
C9' C8' H8' 126.5(7) ? ? ? ?
N2' C9' C8' 111.4(6) ? ? ? ?
N2' C9' H9' 124.2(7) ? ? ? ?
C8' C9' H9' 124.4(7) ? ? ? ?
C5' C10' C11' 122.0(6) ? ? ? ?
C5' C10' C15' 119.4(6) ? ? ? ?
C11' C10' C15' 118.5(6) ? ? ? ?
C10' C11' C12' 121.0(7) ? ? ? ?
C10' C11' H11' 118.9(7) ? ? ? ?
C12' C11' H11' 120.0(7) ? ? ? ?
C11' C12' C13' 120.9(7) ? ? ? ?
C11' C12' H12' 119.7(8) ? ? ? ?
C13' C12' H12' 119.4(7) ? ? ? ?
C12' C13' C14' 118.0(7) ? ? ? ?
C12' C13' H13' 120.9(7) ? ? ? ?
C14' C13' H13' 121.1(8) ? ? ? ?
C13' C14' C15' 122.2(8) ? ? ? ?
C13' C14' H14' 118.8(8) ? ? ? ?
C15' C14' H14' 119.0(9) ? ? ? ?
C10' C15' C14' 119.4(7) ? ? ? ?
C10' C15' H15' 119.7(8) ? ? ? ?
C14' C15' H15' 120.9(8) ? ? ? ?
Cl1s C1s Cl2s 107.7(6) ? ? ? ?
Cl1s C1s Cl3s 112.0(7) ? ? ? ?
Cl1s C1s H1s 109.4(8) ? ? ? ?
Cl2s C1s Cl3s 111.9(6) ? ? ? ?
Cl2s C1s H1s 107.2(9) ? ? ? ?
Cl3s C1s H1s 108.5(8) ? ? ? ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 1.980(5) ? ? ?
Zn1 N1 1.980(5) ? 5_556 ?
Zn1 N2 1.972(5) ? ? ?
Zn1 N2 1.972(5) ? 5_556 ?
N1 C1 1.343(8) ? ? ?
N1 C4 1.399(8) ? ? ?
N2 C6 1.393(7) ? ? ?
N2 C9 1.353(8) ? ? ?
C1 C2 1.394(9) ? ? ?
C1 H1 .960(6) ? ? ?
C2 C3 1.386(10) ? ? ?
C2 H2 .960(7) ? ? ?
C3 C4 1.428(9) ? ? ?
C3 H3 .960(6) ? ? ?
C4 C5 1.395(9) ? ? ?
C5 C6 1.400(8) ? ? ?
C5 C10 1.495(8) ? ? ?
C6 C7 1.411(9) ? ? ?
C7 C8 1.349(9) ? ? ?
C7 H7 .960(6) ? ? ?
C8 C9 1.406(10) ? ? ?
C8 H8 .960(7) ? ? ?
C9 H9 .960(6) ? ? ?
C10 C11 1.373(9) ? ? ?
C10 C15 1.400(10) ? ? ?
C11 C12 1.395(9) ? ? ?
C11 H11 .960(7) ? ? ?
C12 C13 1.364(11) ? ? ?
C12 H12 .960(7) ? ? ?
C13 C14 1.374(12) ? ? ?
C13 H13 .960(6) ? ? ?
C14 C15 1.395(10) ? ? ?
C14 H14 .960(8) ? ? ?
C15 H15 .960(7) ? ? ?
Zn2 N1' 1.987(5) ? ? ?
Zn2 N1' 1.987(5) ? 5_556 ?
Zn2 N2' 1.973(5) ? ? ?
Zn2 N2' 1.973(5) ? 5_556 ?
N1' C1' 1.306(8) ? ? ?
N1' C4' 1.404(8) ? ? ?
N2' C6' 1.397(8) ? ? ?
N2' C9' 1.350(8) ? ? ?
C1' C2' 1.431(10) ? ? ?
C1' H1' .960(6) ? ? ?
C2' C3' 1.379(9) ? ? ?
C2' H2' .960(6) ? ? ?
C3' C4' 1.416(9) ? ? ?
C3' H3' .960(7) ? ? ?
C4' C5' 1.411(9) ? ? ?
C5' C6' 1.391(9) ? ? ?
C5' C10' 1.503(9) ? ? ?
C6' C7' 1.424(9) ? ? ?
C7' C8' 1.362(9) ? ? ?
C7' H7' .960(6) ? ? ?
C8' C9' 1.398(10) ? ? ?
C8' H8' .960(7) ? ? ?
C9' H9' .960(6) ? ? ?
C10' C11' 1.362(10) ? ? ?
C10' C15' 1.380(10) ? ? ?
C11' C12' 1.388(10) ? ? ?
C11' H11' .960(7) ? ? ?
C12' C13' 1.363(11) ? ? ?
C12' H12' .960(7) ? ? ?
C13' C14' 1.357(12) ? ? ?
C13' H13' .960(7) ? ? ?
C14' C15' 1.389(11) ? ? ?
C14' H14' .960(9) ? ? ?
C15' H15' .960(8) ? ? ?
C1s Cl1s 1.698(11) ? ? ?
C1s Cl2s 1.761(12) ? ? ?
C1s Cl3s 1.700(12) ? ? ?
C1s H1s .960(9) ? ? ?
