#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/36/2213619.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2213619
loop_
_publ_author_name
'Xu, Yong-Jun'
'Yang, Xiao-Xi'
'Cao, Hua'
'Zhao, Hong-Bin'
_publ_section_title
;
 [meso-Tetrakis(4-pentyloxyphenyl)porphyrinato]silver(II)
;
_journal_coeditor_code           XU2238
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1437
_journal_page_last               m1437
_journal_paper_doi               10.1107/S1600536807018399
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Ag (C64 H68 N4 O4)]'
_chemical_formula_moiety         'C64 H68 Ag N4 O4'
_chemical_formula_sum            'C64 H68 Ag N4 O4'
_chemical_formula_weight         1065.09
_chemical_name_systematic
;
meso-Tetrakis(4-pentyloxyphenyl)porphyrinato]silver(II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 93.788(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.678(2)
_cell_length_b                   16.164(3)
_cell_length_c                   12.396(2)
_cell_measurement_reflns_used    5101
_cell_measurement_temperature    187(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.3
_cell_volume                     2734.7(8)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      187(2)
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.015
_diffrn_reflns_av_sigmaI/netI    0.016
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14680
_diffrn_reflns_theta_full        25.9
_diffrn_reflns_theta_max         25.9
_diffrn_reflns_theta_min         1.9
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.420
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_correction_T_min  0.864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2002)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1118
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.63
_refine_diff_density_min         -0.34
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         5226
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.030
_refine_ls_R_factor_gt           0.027
_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)+(0.0429P)²+1.2689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.073
_refine_ls_wR_factor_ref         0.075
_reflns_number_gt                4753
_reflns_number_total             5226
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2238.cif
_cod_data_source_block           I
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2213619
_cod_database_fobs_code          2213619
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_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_occupancy
Ag Ag 0.0000 0.0000 0.5000 0.02183(7) Uani d S 1
N N1 0.06302(10) 0.11126(8) 0.45039(11) 0.0244(3) Uani d . 1
N N2 -0.09288(10) 0.06840(8) 0.59370(11) 0.0254(3) Uani d . 1
O O1 0.47339(9) 0.12144(10) 0.03853(11) 0.0449(3) Uani d . 1
O O2 -0.11905(11) 0.55140(8) 0.62631(11) 0.0423(3) Uani d . 1
C C1 0.04189(12) 0.18952(10) 0.48553(13) 0.0249(3) Uani d . 1
C C2 0.11104(12) 0.24725(10) 0.44355(13) 0.0281(3) Uani d . 1
H H2 0.1135 0.3052 0.4559 0.034 Uiso calc R 1
C C3 0.17160(12) 0.20282(10) 0.38324(14) 0.0282(3) Uani d . 1
H H3 0.2243 0.2243 0.3455 0.034 Uiso calc R 1
C C4 0.14163(12) 0.11674(10) 0.38650(13) 0.0253(3) Uani d . 1
C C5 0.18590(12) 0.05000(10) 0.33525(13) 0.0255(3) Uani d . 1
C C6 -0.03328(12) 0.21064(10) 0.55457(13) 0.0249(3) Uani d . 1
C C7 -0.09475(12) 0.15377(10) 0.60421(13) 0.0253(3) Uani d . 1
C C8 -0.17030(13) 0.17448(11) 0.67589(14) 0.0307(4) Uani d . 1
H H8 -0.1886 0.2287 0.6964 0.037 Uiso calc R 1
C C9 -0.21041(13) 0.10282(11) 0.70860(14) 0.0314(4) Uani d . 1
H H9 -0.2607 0.0977 0.7575 0.038 Uiso calc R 1
C C10 -0.16286(12) 0.03542(11) 0.65556(13) 0.0258(3) Uani d . 1
C C11 0.26491(12) 0.07098(10) 0.26084(13) 0.0269(3) Uani d . 1
C C12 0.24079(12) 0.11307(11) 0.16326(14) 0.0306(4) Uani d . 1
H H12 0.1753 0.1306 0.1466 0.037 Uiso calc R 1
C C13 0.31194(13) 0.12909(12) 0.09132(14) 0.0346(4) Uani d . 1
H H13 0.2950 0.1577 0.0258 0.042 Uiso calc R 1
C C14 0.40901(13) 0.10309(12) 0.11521(15) 0.0338(4) Uani d . 1
C C15 0.43462(13) 0.06145(13) 0.21173(16) 0.0398(4) Uani d . 1
H H15 0.5002 0.0439 0.2281 0.048 Uiso calc R 1
C C16 0.36250(13) 0.04596(12) 0.28369(15) 0.0361(4) Uani d . 1
H H16 0.3797 0.0179 0.3495 0.043 Uiso calc R 1
C C17 0.57623(14) 0.10189(15) 0.06331(19) 0.0498(5) Uani d D 1
H H17A 0.5861 0.0412 0.0645 0.060 Uiso calc R 1
H H17B 0.5987 0.1245 0.1349 0.060 Uiso calc R 1
C C18 0.63274(15) 0.14100(15) -0.02468(19) 0.0523(6) Uani d D 1
H H18A 0.6067 0.1198 -0.0958 0.063 Uiso calc R 1
H H18B 0.7023 0.1242 -0.0145 0.063 Uiso calc R 1
C C19 0.62680(16) 0.23566(15) -0.02539(19) 0.0521(5) Uani d D 1
H H19A 0.5576 0.2524 -0.0399 0.062 Uiso calc R 1
H H19B 0.6491 0.2566 0.0471 0.062 Uiso calc R 1
C C20 0.68808(18) 0.27573(17) -0.1092(2) 0.0613(6) Uani d D 1
H H20A 0.7568 0.2568 -0.0968 0.074 Uiso calc R 1
H H20B 0.6637 0.2567 -0.1820 0.074 Uiso calc R 1
C C21 0.6862(2) 0.36948(19) -0.1068(3) 0.0800(9) Uani d D 1
H H21A 0.6186 0.3889 -0.1208 0.120 Uiso calc R 1
H H21B 0.7268 0.3912 -0.1625 0.120 Uiso calc R 1
H H21C 0.7118 0.3890 -0.0356 0.120 Uiso calc R 1
C C22 -0.05032(12) 0.30117(10) 0.57551(13) 0.0252(3) Uani d . 1
C C23 -0.04484(13) 0.33313(10) 0.68103(14) 0.0300(4) Uani d . 1
H H23 -0.0250 0.2978 0.7398 0.036 Uiso calc R 1
C C24 -0.06782(13) 0.41569(10) 0.70177(14) 0.0320(4) Uani d . 1
H H24 -0.0638 0.4359 0.7739 0.038 Uiso calc R 1
C C25 -0.07693(12) 0.35620(10) 0.49028(13) 0.0276(3) Uani d . 1
H H25 -0.0793 0.3366 0.4179 0.033 Uiso calc R 1
C C26 -0.09982(13) 0.43843(10) 0.50961(14) 0.0307(4) Uani d . 1
H H26 -0.1176 0.4743 0.4508 0.037 Uiso calc R 1
C C27 -0.09674(13) 0.46849(11) 0.61594(14) 0.0295(4) Uani d . 1
C C28 -0.14184(16) 0.58336(12) 0.73057(16) 0.0417(5) Uani d D 1
H H28A -0.1182 0.6411 0.7384 0.050 Uiso calc R 1
H H28B -0.1081 0.5498 0.7886 0.050 Uiso calc R 1
C C29 -0.25253(17) 0.58070(15) 0.74160(18) 0.0525(5) Uani d D 1
H H29A -0.2864 0.6106 0.6802 0.063 Uiso calc R 1
H H29B -0.2752 0.5225 0.7390 0.063 Uiso calc R 1
C C30 -0.27887(19) 0.61995(19) 0.8472(2) 0.0649(7) Uani d D 1
H H30A -0.2428 0.5907 0.9077 0.078 Uiso calc R 1
H H30B -0.2562 0.6781 0.8484 0.078 Uiso calc R 1
C C31 -0.3873(2) 0.6187(2) 0.8663(3) 0.0884(10) Uani d D 1
H H31A -0.4100 0.5605 0.8638 0.106 Uiso calc R 1
H H31B -0.3959 0.6398 0.9400 0.106 Uiso calc R 1
C C32 -0.4512(3) 0.6679(3) 0.7878(3) 0.0971(15) Uani d D 1
H H32A -0.4280 0.7253 0.7872 0.100 Uiso calc R 1
H H32B -0.5188 0.6667 0.8095 0.100 Uiso calc R 1
H H32C -0.4488 0.6441 0.7153 0.100 Uiso calc R 1
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'
Ag Ag -0.8971 1.1015 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N2 Ag N2 . 3_556 180.0
N2 Ag N1 . . 89.20(5)
N2 Ag N1 3_556 . 90.80(5)
N2 Ag N1 . 3_556 90.80(5)
N2 Ag N1 3_556 3_556 89.20(5)
N1 Ag N1 . 3_556 180.00(4)
C1 N1 C4 . . 108.11(13)
C1 N1 Ag . . 126.53(11)
C4 N1 Ag . . 124.93(11)
C10 N2 C7 . . 108.43(13)
C10 N2 Ag . . 125.16(11)
C7 N2 Ag . . 126.41(11)
C14 O1 C17 . . 117.60(15)
C27 O2 C28 . . 119.46(13)
N1 C1 C6 . . 125.95(15)
N1 C1 C2 . . 108.83(14)
C6 C1 C2 . . 125.19(15)
C3 C2 C1 . . 107.07(15)
C3 C2 H2 . . 126.5
C1 C2 H2 . . 126.5
C2 C3 C4 . . 107.94(14)
C2 C3 H3 . . 126.0
C4 C3 H3 . . 126.0
N1 C4 C5 . . 125.74(15)
N1 C4 C3 . . 108.04(14)
C5 C4 C3 . . 126.21(15)
C4 C5 C10 . 3_556 127.09(15)
C4 C5 C11 . . 116.82(14)
C10 C5 C11 3_556 . 116.08(14)
C7 C6 C1 . . 125.47(15)
C7 C6 C22 . . 116.94(14)
C1 C6 C22 . . 117.58(14)
N2 C7 C6 . . 126.22(14)
N2 C7 C8 . . 107.85(14)
C6 C7 C8 . . 125.92(15)
C9 C8 C7 . . 107.81(15)
C9 C8 H8 . . 126.1
C7 C8 H8 . . 126.1
C8 C9 C10 . . 107.71(15)
C8 C9 H9 . . 126.1
C10 C9 H9 . . 126.1
N2 C10 C5 . 3_556 126.01(15)
N2 C10 C9 . . 108.17(14)
C5 C10 C9 3_556 . 125.82(14)
C16 C11 C12 . . 118.54(15)
C16 C11 C5 . . 121.50(15)
C12 C11 C5 . . 119.89(15)
C13 C12 C11 . . 120.53(16)
C13 C12 H12 . . 119.7
C11 C12 H12 . . 119.7
C12 C13 C14 . . 120.13(16)
C12 C13 H13 . . 119.9
C14 C13 H13 . . 119.9
O1 C14 C15 . . 124.20(16)
O1 C14 C13 . . 115.51(16)
C15 C14 C13 . . 120.30(16)
C16 C15 C14 . . 119.07(16)
C16 C15 H15 . . 120.5
C14 C15 H15 . . 120.5
C15 C16 C11 . . 121.44(16)
C15 C16 H16 . . 119.3
C11 C16 H16 . . 119.3
O1 C17 C18 . . 106.82(17)
O1 C17 H17A . . 110.4
C18 C17 H17A . . 110.4
O1 C17 H17B . . 110.4
C18 C17 H17B . . 110.4
H17A C17 H17B . . 108.6
C17 C18 C19 . . 113.03(19)
C17 C18 H18A . . 109.0
C19 C18 H18A . . 109.0
C17 C18 H18B . . 109.0
C19 C18 H18B . . 109.0
H18A C18 H18B . . 107.8
C20 C19 C18 . . 113.43(19)
C20 C19 H19A . . 108.9
C18 C19 H19A . . 108.9
C20 C19 H19B . . 108.9
C18 C19 H19B . . 108.9
H19A C19 H19B . . 107.7
C21 C20 C19 . . 113.7(2)
C21 C20 H20A . . 108.8
C19 C20 H20A . . 108.8
C21 C20 H20B . . 108.8
C19 C20 H20B . . 108.8
H20A C20 H20B . . 107.7
C20 C21 H21A . . 109.5
C20 C21 H21B . . 109.5
H21A C21 H21B . . 109.5
C20 C21 H21C . . 109.5
H21A C21 H21C . . 109.5
H21B C21 H21C . . 109.5
C23 C22 C25 . . 117.46(15)
C23 C22 C6 . . 121.23(15)
C25 C22 C6 . . 121.24(14)
C24 C23 C22 . . 121.57(16)
C24 C23 H23 . . 119.2
C22 C23 H23 . . 119.2
C23 C24 C27 . . 119.83(16)
C23 C24 H24 . . 120.1
C27 C24 H24 . . 120.1
C26 C25 C22 . . 121.60(15)
C26 C25 H25 . . 119.2
C22 C25 H25 . . 119.2
C25 C26 C27 . . 120.00(16)
C25 C26 H26 . . 120.0
C27 C26 H26 . . 120.0
O2 C27 C24 . . 124.98(15)
O2 C27 C26 . . 115.47(15)
C24 C27 C26 . . 119.48(16)
O2 C28 C29 . . 110.07(17)
O2 C28 H28A . . 109.6
C29 C28 H28A . . 109.6
O2 C28 H28B . . 109.6
C29 C28 H28B . . 109.6
H28A C28 H28B . . 108.2
C30 C29 C28 . . 110.96(19)
C30 C29 H29A . . 109.4
C28 C29 H29A . . 109.4
C30 C29 H29B . . 109.4
C28 C29 H29B . . 109.4
H29A C29 H29B . . 108.0
C31 C30 C29 . . 114.8(2)
C31 C30 H30A . . 108.6
C29 C30 H30A . . 108.6
C31 C30 H30B . . 108.6
C29 C30 H30B . . 108.6
H30A C30 H30B . . 107.6
C32 C31 C30 . . 115.3(3)
C32 C31 H31A . . 108.5
C30 C31 H31A . . 108.5
C32 C31 H31B . . 108.5
C30 C31 H31B . . 108.5
H31A C31 H31B . . 107.5
C31 C32 H32A . . 109.5
C31 C32 H32B . . 109.5
H32A C32 H32B . . 109.5
C31 C32 H32C . . 109.5
H32A C32 H32C . . 109.5
H32B C32 H32C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ag N2 . 2.0930(13)
Ag N2 3_556 2.0930(13)
Ag N1 . 2.1037(13)
Ag N1 3_556 2.1037(13)
N1 C1 . 1.375(2)
N1 C4 . 1.380(2)
N2 C10 . 1.373(2)
N2 C7 . 1.386(2)
O1 C14 . 1.370(2)
O1 C17 . 1.455(2)
O2 C27 . 1.382(2)
O2 C28 . 1.445(2)
C1 C6 . 1.422(2)
C1 C2 . 1.450(2)
C2 C3 . 1.357(2)
C2 H2 . 0.9500
C3 C4 . 1.452(2)
C3 H3 . 0.9500
C4 C5 . 1.409(2)
C5 C10 3_556 1.422(3)
C5 C11 . 1.505(2)
C6 C7 . 1.414(2)
C6 C22 . 1.507(2)
C7 C8 . 1.446(2)
C8 C9 . 1.355(2)
C8 H8 . 0.9500
C9 C10 . 1.449(2)
C9 H9 . 0.9500
C10 C5 3_556 1.422(3)
C11 C16 . 1.406(2)
C11 C12 . 1.408(2)
C12 C13 . 1.387(2)
C12 H12 . 0.9500
C13 C14 . 1.405(2)
C13 H13 . 0.9500
C14 C15 . 1.397(3)
C15 C16 . 1.396(2)
C15 H15 . 0.9500
C16 H16 . 0.9500
C17 C18 . 1.516(3)
C17 H17A . 0.9900
C17 H17B . 0.9900
C18 C19 . 1.532(3)
C18 H18A . 0.9900
C18 H18B . 0.9900
C19 C20 . 1.522(3)
C19 H19A . 0.9900
C19 H19B . 0.9900
C20 C21 . 1.516(4)
C20 H20A . 0.9900
C20 H20B . 0.9900
C21 H21A . 0.9800
C21 H21B . 0.9800
C21 H21C . 0.9800
C22 C23 . 1.404(2)
C22 C25 . 1.410(2)
C23 C24 . 1.399(2)
C23 H23 . 0.9500
C24 C27 . 1.400(2)
C24 H24 . 0.9500
C25 C26 . 1.390(2)
C25 H25 . 0.9500
C26 C27 . 1.403(2)
C26 H26 . 0.9500
C28 C29 . 1.530(3)
C28 H28A . 0.9900
C28 H28B . 0.9900
C29 C30 . 1.519(3)
C29 H29A . 0.9900
C29 H29B . 0.9900
C30 C31 . 1.517(4)
C30 H30A . 0.9900
C30 H30B . 0.9900
C31 C32 . 1.494(5)
C31 H31A . 0.9900
C31 H31B . 0.9900
C32 H32A . 0.9800
C32 H32B . 0.9800
C32 H32C . 0.9800
