#------------------------------------------------------------------------------
#$Date: 2015-10-04 00:44:23 +0300 (Sun, 04 Oct 2015) $
#$Revision: 159574 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/36/4513654.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_4513654
loop_
_publ_author_name
'Sheng, Ning'
'Zong, Shenfei'
'Cao, Wei'
'Jiang, Jianzhuang'
'Wang, Zhuyuan'
'Cui, Yiping'
_publ_section_title
;
 Water Dispersible and Biocompatible Porphyrin-Based Nanospheres for
 Biophotonics Applications: A Novel Surfactant and Polyelectrolyte-Based
 Fabrication Strategy for Modifying Hydrophobic Porphyrins.
;
_journal_issue                   35
_journal_name_full               'ACS applied materials & interfaces'
_journal_page_first              19718
_journal_page_last               19725
_journal_paper_doi               10.1021/acsami.5b05256
_journal_volume                  7
_journal_year                    2015
_chemical_formula_sum            'C60 H38 N4'
_chemical_formula_weight         814.94
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 107.231(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.3503(7)
_cell_length_b                   9.2413(4)
_cell_length_c                   20.0339(15)
_cell_measurement_reflns_used    1342
_cell_measurement_temperature    150.00(14)
_cell_measurement_theta_max      66.9791
_cell_measurement_theta_min      3.2219
_cell_volume                     2537.6(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150.00(14)
_diffrn_detector_area_resol_mean 16.2141
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0618
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8396
_diffrn_reflns_theta_full        62.50
_diffrn_reflns_theta_max         62.50
_diffrn_reflns_theta_min         3.36
_exptl_absorpt_coefficient_mu    0.482
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;
;
_refine_diff_density_max         0.678
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         3988
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.218
_refine_ls_R_factor_all          0.2081
_refine_ls_R_factor_gt           0.1498
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3862
_refine_ls_wR_factor_ref         0.4270
_reflns_number_gt                1702
_reflns_number_total             3988
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            am5b05256_si_002.cif
_cod_data_source_block           q
_cod_database_code               4513654
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.1849(5) 0.3103(8) 0.0349(4) 0.080(2) Uani 1 1 d .
C2 C 0.2820(4) 0.3029(9) 0.0859(4) 0.085(2) Uani 1 1 d .
H2 H 0.3272 0.2287 0.0901 0.102 Uiso 1 1 calc R
C3 C 0.2937(4) 0.4210(8) 0.1248(4) 0.080(2) Uani 1 1 d .
H3 H 0.3497 0.4473 0.1600 0.096 Uiso 1 1 calc R
C4 C 0.2035(4) 0.5016(7) 0.1027(4) 0.0667(17) Uani 1 1 d .
C5 C 0.1894(5) 0.6366(8) 0.1339(4) 0.079(2) Uani 1 1 d .
C6 C 0.1019(5) 0.7089(7) 0.1164(4) 0.0735(18) Uani 1 1 d .
C7 C 0.0812(5) 0.8375(8) 0.1515(4) 0.085(2) Uani 1 1 d .
H7 H 0.1246 0.8830 0.1895 0.102 Uiso 1 1 calc R
C8 C -0.0107(6) 0.8799(8) 0.1200(4) 0.093(3) Uani 1 1 d .
H8 H -0.0420 0.9578 0.1334 0.112 Uiso 1 1 calc R
C9 C -0.0543(5) 0.7820(7) 0.0602(4) 0.080(2) Uani 1 1 d .
C10 C 0.5085(6) 0.8813(10) 0.3408(5) 0.100(3) Uani 1 1 d .
H10 H 0.5262 0.8471 0.3865 0.120 Uiso 1 1 calc R
C11 C 0.5613(6) 0.9920(12) 0.3235(7) 0.120(4) Uani 1 1 d .
H11 H 0.6139 1.0324 0.3573 0.144 Uiso 1 1 calc R
C12 C 0.5351(6) 1.0438(11) 0.2538(7) 0.119(4) Uani 1 1 d .
H12 H 0.5709 1.1184 0.2421 0.143 Uiso 1 1 calc R
C13 C 0.4584(6) 0.9859(10) 0.2039(6) 0.118(3) Uani 1 1 d .
H13 H 0.4417 1.0206 0.1583 0.141 Uiso 1 1 calc R
C14 C 0.4049(5) 0.8739(8) 0.2217(5) 0.085(2) Uani 1 1 d .
C15 C 0.4295(5) 0.8200(9) 0.2914(4) 0.085(2) Uani 1 1 d .
C16 C 0.3733(6) 0.7143(10) 0.3077(4) 0.093(2) Uani 1 1 d .
H16 H 0.3876 0.6836 0.3539 0.112 Uiso 1 1 calc R
C17 C 0.2965(6) 0.6520(10) 0.2584(5) 0.101(3) Uani 1 1 d .
H17 H 0.2617 0.5776 0.2713 0.121 Uiso 1 1 calc R
C18 C 0.2701(5) 0.6983(7) 0.1897(4) 0.0753(19) Uani 1 1 d .
C19 C 0.3222(5) 0.8096(8) 0.1720(4) 0.080(2) Uani 1 1 d .
H19 H 0.3030 0.8441 0.1264 0.095 Uiso 1 1 calc R
C20 C -0.1410(6) 0.7899(8) 0.0167(4) 0.084(2) Uani 1 1 d .
C21 C -0.1936(4) 1.1990(7) 0.0127(3) 0.139(4) Uani 1 1 d GU
H21 H -0.1646 1.2839 0.0038 0.167 Uiso 1 1 calc R
C22 C -0.1513(4) 1.0659(8) 0.0073(3) 0.148(6) Uani 1 1 d GU
H22 H -0.0939 1.0618 -0.0053 0.177 Uiso 1 1 calc R
C23 C -0.1946(5) 0.9391(6) 0.0207(3) 0.138(4) Uani 1 1 d GU
C24 C -0.2803(5) 0.9453(5) 0.0395(4) 0.231(10) Uani 1 1 d GU
H24 H -0.3094 0.8605 0.0484 0.277 Uiso 1 1 calc R
C25 C -0.3227(4) 1.0784(6) 0.0449(3) 0.197(5) Uani 1 1 d GU
C26 C -0.2793(3) 1.2052(5) 0.0315(2) 0.127(3) Uani 1 1 d GU
C27 C -0.3216(4) 1.3383(6) 0.0369(3) 0.137(4) Uani 1 1 d G
H27 H -0.2926 1.4232 0.0280 0.164 Uiso 1 1 calc R
C28 C -0.4073(4) 1.3445(8) 0.0557(3) 0.135(4) Uani 1 1 d G
H28 H -0.4356 1.4336 0.0594 0.162 Uiso 1 1 calc R
C29 C -0.4507(4) 1.2177(9) 0.0691(4) 0.189(6) Uani 1 1 d GU
H29 H -0.5080 1.2219 0.0817 0.227 Uiso 1 1 calc R
C30 C -0.4084(4) 1.0846(8) 0.0637(4) 0.197(5) Uani 1 1 d GU
H30 H -0.4374 0.9998 0.0727 0.237 Uiso 1 1 calc R
N1 N 0.1404(4) 0.4329(6) 0.0481(3) 0.0670(15) Uani 1 1 d .
N2 N 0.0191(4) 0.6823(6) 0.0617(3) 0.0782(17) Uani 1 1 d .
H2A H 0.0135 0.6128 0.0322 0.094 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 '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
N1 C1 C20 124.2(6) . 3_565
N1 C1 C2 107.8(7) . .
C20 C1 C2 127.9(6) 3_565 .
C3 C2 C1 107.6(6) . .
C2 C3 C4 107.4(6) . .
N1 C4 C5 127.8(6) . .
N1 C4 C3 109.2(6) . .
C5 C4 C3 122.9(6) . .
C6 C5 C4 123.3(6) . .
C6 C5 C18 117.4(6) . .
C4 C5 C18 119.2(6) . .
C5 C6 N2 128.5(7) . .
C5 C6 C7 125.3(6) . .
N2 C6 C7 106.1(6) . .
C8 C7 C6 109.0(7) . .
C7 C8 C9 108.8(7) . .
C20 C9 N2 128.5(7) . .
C20 C9 C8 126.9(7) . .
N2 C9 C8 104.5(6) . .
C11 C10 C15 121.2(10) . .
C10 C11 C12 119.6(9) . .
C13 C12 C11 120.8(10) . .
C12 C13 C14 119.5(10) . .
C13 C14 C15 120.9(8) . .
C13 C14 C19 122.4(8) . .
C15 C14 C19 116.7(7) . .
C16 C15 C10 122.5(9) . .
C16 C15 C14 119.4(7) . .
C10 C15 C14 118.0(9) . .
C17 C16 C15 122.3(8) . .
C16 C17 C18 120.8(9) . .
C19 C18 C17 118.5(7) . .
C19 C18 C5 117.4(7) . .
C17 C18 C5 124.1(7) . .
C18 C19 C14 122.1(7) . .
C9 C20 C1 126.6(6) . 3_565
C9 C20 C23 113.5(7) . .
C1 C20 C23 119.6(6) 3_565 .
C22 C21 C26 120.0 . .
C23 C22 C21 120.0 . .
C22 C23 C24 120.0 . .
C22 C23 C20 118.0(5) . .
C24 C23 C20 121.9(5) . .
C25 C24 C23 120.0 . .
C24 C25 C26 120.0 . .
C24 C25 C30 120.0 . .
C26 C25 C30 120.0 . .
C27 C26 C25 120.0 . .
C27 C26 C21 120.0 . .
C25 C26 C21 120.0 . .
C28 C27 C26 120.0 . .
C27 C28 C29 120.0 . .
C30 C29 C28 120.0 . .
C29 C30 C25 120.0 . .
C4 N1 C1 107.9(5) . .
C6 N2 C9 111.5(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.365(9) .
C1 C20 1.392(11) 3_565
C1 C2 1.465(9) .
C2 C3 1.323(10) .
C3 C4 1.445(8) .
C4 N1 1.353(8) .
C4 C5 1.435(10) .
C5 C6 1.372(9) .
C5 C18 1.466(10) .
C6 N2 1.379(8) .
C6 C7 1.455(10) .
C7 C8 1.340(10) .
C8 C9 1.483(11) .
C9 C20 1.293(10) .
C9 N2 1.393(8) .
C10 C11 1.378(14) .
C10 C15 1.386(10) .
C11 C12 1.417(15) .
C12 C13 1.358(13) .
C13 C14 1.396(11) .
C14 C15 1.425(12) .
C14 C19 1.433(10) .
C15 C16 1.367(12) .
C16 C17 1.369(11) .
C17 C18 1.384(11) .
C18 C19 1.378(10) .
C20 C1 1.392(11) 3_565
C20 C23 1.592(8) .
C21 C22 1.3900 .
C21 C26 1.3900 .
C22 C23 1.3900 .
C23 C24 1.3900 .
C24 C25 1.3900 .
C25 C26 1.3900 .
C25 C30 1.3900 .
C26 C27 1.3900 .
C27 C28 1.3900 .
C28 C29 1.3900 .
C29 C30 1.3900 .
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 0.250 -0.006 0.750 297 133 ' '
2 0.750 -0.047 0.250 297 132 ' '
