#------------------------------------------------------------------------------
#$Date: 2018-06-07 08:42:52 +0300 (Thu, 07 Jun 2018) $
#$Revision: 208163 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/94/2209456.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_2209456
loop_
_publ_author_name
'Boyd, Peter D. W.'
'Chaker, Leila'
'Rickard, Clifton E.F.'
_publ_section_title
5,15-Bis(3,5-di-tert-butylphenyl)-3,7,13,17-tetramethyl-2,8,12,18-tetrapropylporphyrin
_journal_coeditor_code           CV2058
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2627
_journal_page_last               o2629
_journal_paper_doi               10.1107/S1600536806020654
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C64 H86 N4'
_chemical_formula_moiety         'C64 H86 N4'
_chemical_formula_sum            'C64 H86 N4'
_chemical_formula_weight         911.37
_chemical_name_systematic
;
5,15-Bis(3,5-di-tert-butylphenyl)-3,7,13,17-
tetramethyl-2,8,12,18-tetrapropylporphyrin
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        '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                 97.4860(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   20.9467(6)
_cell_length_b                   16.3352(5)
_cell_length_c                   8.09160(10)
_cell_measurement_reflns_used    3022
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.1
_cell_measurement_theta_min      2.7
_cell_volume                     2745.09(12)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    'MERCURY (Macrae et al.,  2006)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       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  0.0415
_diffrn_reflns_av_sigmaI/netI    0.1247
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            12519
_diffrn_reflns_theta_full        25.09
_diffrn_reflns_theta_max         25.09
_diffrn_reflns_theta_min         2.68
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.998725
_exptl_absorpt_correction_T_min  0.854101
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.103
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             996
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.190
_refine_ls_extinction_coef       0.0049(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4786
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.1842
_refine_ls_R_factor_gt           0.0875
_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)+(0.0276P)²+3.8177P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1450
_refine_ls_wR_factor_ref         0.1824
_reflns_number_gt                2464
_reflns_number_total             4786
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv2058.cif
_cod_data_source_block           I
_cod_depositor_comments
;
 Updating space group information.

 Antanas Vaitkus,
 2018-06-07
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2209456
_cod_database_fobs_code          2209456
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 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
N N1 0.06947(15) -0.03097(19) 0.6977(4) 0.0302(8) Uani d . 1
H H1A 0.0448 -0.0127 0.6090 0.036 Uiso calc PR 0.50
N N2 0.08198(14) 0.03535(18) 0.3948(4) 0.0280(8) Uani d . 1
H H2 0.0518 0.0153 0.4492 0.034 Uiso calc PR 0.50
C C1 -0.01381(18) -0.0837(2) 0.8579(5) 0.0305(10) Uani d . 1
H H1 -0.0177 -0.1080 0.9627 0.037 Uiso calc R 1
C C2 0.04974(18) -0.0672(2) 0.8334(5) 0.0272(9) Uani d . 1
C C3 0.10445(18) -0.0883(2) 0.9544(5) 0.0295(10) Uani d . 1
C C4 0.15792(18) -0.0651(2) 0.8881(5) 0.0307(10) Uani d . 1
C C5 0.13538(18) -0.0284(2) 0.7260(5) 0.0273(9) Uani d . 1
C C6 0.17286(18) 0.0035(2) 0.6078(5) 0.0288(10) Uani d . 1
C C7 0.14715(18) 0.0353(2) 0.4507(5) 0.0283(9) Uani d . 1
C C8 0.17945(18) 0.0739(2) 0.3249(5) 0.0313(10) Uani d . 1
C C9 0.13353(18) 0.0964(2) 0.1976(5) 0.0297(10) Uani d . 1
C C10 0.07199(18) 0.0716(2) 0.2405(5) 0.0288(9) Uani d . 1
C C11 0.0997(2) -0.1301(3) 1.1179(5) 0.0366(11) Uani d . 1
H H11A 0.0630 -0.1067 1.1677 0.044 Uiso calc R 1
H H11B 0.1394 -0.1190 1.1952 0.044 Uiso calc R 1
C C12 0.0905(2) -0.2233(3) 1.1000(5) 0.0424(12) Uani d . 1
H H12A 0.0784 -0.2455 1.2053 0.051 Uiso calc R 1
H H12B 0.0546 -0.2344 1.0107 0.051 Uiso calc R 1
C C13 0.1505(2) -0.2678(3) 1.0590(6) 0.0547(14) Uani d . 1
H H13A 0.1627 -0.2465 0.9543 0.082 Uiso calc R 1
H H13B 0.1414 -0.3265 1.0472 0.082 Uiso calc R 1
H H13C 0.1859 -0.2591 1.1490 0.082 Uiso calc R 1
C C14 0.22604(18) -0.0761(3) 0.9730(5) 0.0420(11) Uani d . 1
H H14A 0.2252 -0.1032 1.0807 0.063 Uiso calc R 1
H H14B 0.2467 -0.0224 0.9906 0.063 Uiso calc R 1
H H14C 0.2503 -0.1097 0.9026 0.063 Uiso calc R 1
C C15 0.25006(19) 0.0927(3) 0.3287(5) 0.0452(12) Uani d . 1
H H15A 0.2572 0.1194 0.2242 0.068 Uiso calc R 1
H H15B 0.2748 0.0417 0.3418 0.068 Uiso calc R 1
H H15C 0.2640 0.1292 0.4226 0.068 Uiso calc R 1
C C16 0.1446(2) 0.1419(3) 0.0420(5) 0.0375(11) Uani d . 1
H H16A 0.1075 0.1323 -0.0449 0.045 Uiso calc R 1
H H16B 0.1835 0.1195 0.0006 0.045 Uiso calc R 1
C C17 0.1533(2) 0.2342(3) 0.0686(5) 0.0459(12) Uani d . 1
H H17A 0.1881 0.2437 0.1618 0.055 Uiso calc R 1
H H17B 0.1669 0.2587 -0.0330 0.055 Uiso calc R 1
C C18 0.0925(2) 0.2772(3) 0.1073(6) 0.0515(13) Uani d . 1
H H18A 0.0594 0.2741 0.0099 0.077 Uiso calc R 1
H H18B 0.1022 0.3347 0.1344 0.077 Uiso calc R 1
H H18C 0.0766 0.2504 0.2025 0.077 Uiso calc R 1
C C19 0.24448(18) 0.0007(2) 0.6444(5) 0.0304(10) Uani d . 1
C C24 0.27792(19) -0.0633(3) 0.5799(5) 0.0355(10) Uani d . 1
H H22A 0.2545 -0.1048 0.5158 0.043 Uiso calc R 1
C C23 0.3447(2) -0.0675(3) 0.6075(5) 0.0408(11) Uani d . 1
C C22 0.3772(2) -0.0054(3) 0.7026(5) 0.0435(12) Uani d . 1
H H24A 0.4229 -0.0072 0.7230 0.052 Uiso calc R 1
C C21 0.34523(19) 0.0594(3) 0.7688(5) 0.0371(11) Uani d . 1
C C20 0.27867(19) 0.0615(3) 0.7372(5) 0.0344(10) Uani d . 1
H H26A 0.2560 0.1055 0.7798 0.041 Uiso calc R 1
C C29 0.3803(2) -0.1345(3) 0.5232(6) 0.0521(13) Uani d . 1
C C25 0.3833(2) 0.1247(3) 0.8760(6) 0.0497(13) Uani d . 1
C C31 0.3425(3) -0.2149(3) 0.5105(7) 0.0796(19) Uani d . 1
H H31A 0.3676 -0.2573 0.4624 0.119 Uiso calc R 1
H H31B 0.3015 -0.2071 0.4391 0.119 Uiso calc R 1
H H31C 0.3343 -0.2320 0.6219 0.119 Uiso calc R 1
C C30 0.3869(3) -0.1056(3) 0.3452(7) 0.0724(17) Uani d . 1
H H30A 0.4123 -0.0551 0.3502 0.109 Uiso calc R 1
H H30B 0.3440 -0.0954 0.2846 0.109 Uiso calc R 1
H H30C 0.4085 -0.1481 0.2875 0.109 Uiso calc R 1
C C26 0.3436(3) 0.2024(3) 0.8905(7) 0.0830(19) Uani d . 1
H H26B 0.3701 0.2434 0.9558 0.125 Uiso calc R 1
H H26C 0.3060 0.1894 0.9460 0.125 Uiso calc R 1
H H26D 0.3293 0.2241 0.7789 0.125 Uiso calc R 1
C C28 0.4002(3) 0.0901(4) 1.0516(6) 0.086(2) Uani d . 1
H H28A 0.4287 0.0428 1.0481 0.129 Uiso calc R 1
H H28B 0.3607 0.0732 1.0949 0.129 Uiso calc R 1
H H28C 0.4221 0.1323 1.1244 0.129 Uiso calc R 1
C C32 0.4468(3) -0.1506(4) 0.6164(8) 0.106(2) Uani d . 1
H H32A 0.4738 -0.1019 0.6108 0.160 Uiso calc R 1
H H32B 0.4664 -0.1971 0.5654 0.160 Uiso calc R 1
H H32C 0.4431 -0.1632 0.7332 0.160 Uiso calc R 1
C C27 0.4442(3) 0.1481(4) 0.8062(8) 0.101(2) Uani d . 1
H H27A 0.4749 0.1026 0.8214 0.151 Uiso calc R 1
H H27B 0.4632 0.1965 0.8647 0.151 Uiso calc R 1
H H27C 0.4340 0.1603 0.6871 0.151 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'
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
C2 N1 C5 . . 106.5(3)
C2 N1 H1A . . 126.7
C5 N1 H1A . . 126.7
C10 N2 C7 . . 109.0(3)
C10 N2 H2 . . 125.5
C7 N2 H2 . . 125.5
C10 C1 C2 3_556 . 132.6(4)
C10 C1 H1 3_556 . 113.7
C2 C1 H1 . . 113.7
N1 C2 C1 . . 126.4(4)
N1 C2 C3 . . 110.7(3)
C1 C2 C3 . . 122.9(3)
C4 C3 C2 . . 106.7(3)
C4 C3 C11 . . 128.8(4)
C2 C3 C11 . . 124.5(3)
C3 C4 C5 . . 106.4(3)
C3 C4 C14 . . 124.5(4)
C5 C4 C14 . . 129.1(3)
N1 C5 C6 . . 122.3(3)
N1 C5 C4 . . 109.7(3)
C6 C5 C4 . . 127.9(3)
C7 C6 C5 . . 124.3(3)
C7 C6 C19 . . 116.5(3)
C5 C6 C19 . . 119.1(3)
N2 C7 C6 . . 122.6(3)
N2 C7 C8 . . 107.7(3)
C6 C7 C8 . . 129.6(4)
C9 C8 C7 . . 107.5(3)
C9 C8 C15 . . 123.7(4)
C7 C8 C15 . . 128.7(4)
C8 C9 C10 . . 108.0(3)
C8 C9 C16 . . 126.4(4)
C10 C9 C16 . . 125.6(4)
N2 C10 C1 . 3_556 127.2(3)
N2 C10 C9 . . 107.8(3)
C1 C10 C9 3_556 . 125.0(3)
C3 C11 C12 . . 112.8(3)
C3 C11 H11A . . 109.0
C12 C11 H11A . . 109.0
C3 C11 H11B . . 109.0
C12 C11 H11B . . 109.0
H11A C11 H11B . . 107.8
C13 C12 C11 . . 113.3(4)
C13 C12 H12A . . 108.9
C11 C12 H12A . . 108.9
C13 C12 H12B . . 108.9
C11 C12 H12B . . 108.9
H12A C12 H12B . . 107.7
C12 C13 H13A . . 109.5
C12 C13 H13B . . 109.5
H13A C13 H13B . . 109.5
C12 C13 H13C . . 109.5
H13A C13 H13C . . 109.5
H13B C13 H13C . . 109.5
C4 C14 H14A . . 109.5
C4 C14 H14B . . 109.5
H14A C14 H14B . . 109.5
C4 C14 H14C . . 109.5
H14A C14 H14C . . 109.5
H14B C14 H14C . . 109.5
C8 C15 H15A . . 109.5
C8 C15 H15B . . 109.5
H15A C15 H15B . . 109.5
C8 C15 H15C . . 109.5
H15A C15 H15C . . 109.5
H15B C15 H15C . . 109.5
C9 C16 C17 . . 113.4(3)
C9 C16 H16A . . 108.9
C17 C16 H16A . . 108.9
C9 C16 H16B . . 108.9
C17 C16 H16B . . 108.9
H16A C16 H16B . . 107.7
C18 C17 C16 . . 113.4(4)
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 C24 . . 119.3(4)
C20 C19 C6 . . 121.3(4)
C24 C19 C6 . . 119.3(4)
C23 C24 C19 . . 121.3(4)
C23 C24 H22A . . 119.3
C19 C24 H22A . . 119.3
C24 C23 C22 . . 117.5(4)
C24 C23 C29 . . 120.1(4)
C22 C23 C29 . . 122.3(4)
C21 C22 C23 . . 122.6(4)
C21 C22 H24A . . 118.7
C23 C22 H24A . . 118.7
C20 C21 C22 . . 118.0(4)
C20 C21 C25 . . 121.7(4)
C22 C21 C25 . . 120.3(4)
C21 C20 C19 . . 121.2(4)
C21 C20 H26A . . 119.4
C19 C20 H26A . . 119.4
C32 C29 C31 . . 108.5(5)
C32 C29 C23 . . 111.8(4)
C31 C29 C23 . . 111.4(4)
C32 C29 C30 . . 109.3(4)
C31 C29 C30 . . 108.0(4)
C23 C29 C30 . . 107.8(4)
C27 C25 C28 . . 109.7(4)
C27 C25 C26 . . 108.2(5)
C28 C25 C26 . . 107.3(4)
C27 C25 C21 . . 111.6(4)
C28 C25 C21 . . 108.1(4)
C26 C25 C21 . . 111.9(4)
C29 C31 H31A . . 109.5
C29 C31 H31B . . 109.5
H31A C31 H31B . . 109.5
C29 C31 H31C . . 109.5
H31A C31 H31C . . 109.5
H31B C31 H31C . . 109.5
C29 C30 H30A . . 109.5
C29 C30 H30B . . 109.5
H30A C30 H30B . . 109.5
C29 C30 H30C . . 109.5
H30A C30 H30C . . 109.5
H30B C30 H30C . . 109.5
C25 C26 H26B . . 109.5
C25 C26 H26C . . 109.5
H26B C26 H26C . . 109.5
C25 C26 H26D . . 109.5
H26B C26 H26D . . 109.5
H26C C26 H26D . . 109.5
C25 C28 H28A . . 109.5
C25 C28 H28B . . 109.5
H28A C28 H28B . . 109.5
C25 C28 H28C . . 109.5
H28A C28 H28C . . 109.5
H28B C28 H28C . . 109.5
C29 C32 H32A . . 109.5
C29 C32 H32B . . 109.5
H32A C32 H32B . . 109.5
C29 C32 H32C . . 109.5
H32A C32 H32C . . 109.5
H32B C32 H32C . . 109.5
C25 C27 H27A . . 109.5
C25 C27 H27B . . 109.5
H27A C27 H27B . . 109.5
C25 C27 H27C . . 109.5
H27A C27 H27C . . 109.5
H27B C27 H27C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C2 . 1.359(4)
N1 C5 . 1.370(4)
N1 H1A . 0.8800
N2 C10 . 1.373(5)
N2 C7 . 1.381(4)
N2 H2 . 0.8800
C1 C10 3_556 1.380(5)
C1 C2 . 1.397(5)
C1 H1 . 0.9500
C2 C3 . 1.448(5)
C3 C4 . 1.357(5)
C3 C11 . 1.504(5)
C4 C5 . 1.463(5)
C4 C14 . 1.512(5)
C5 C6 . 1.414(5)
C6 C7 . 1.414(5)
C6 C19 . 1.492(5)
C7 C8 . 1.439(5)
C8 C9 . 1.365(5)
C8 C15 . 1.507(5)
C9 C10 . 1.436(5)
C9 C16 . 1.506(5)
C10 C1 3_556 1.380(5)
C11 C12 . 1.538(5)
C11 H11A . 0.9900
C11 H11B . 0.9900
C12 C13 . 1.525(6)
C12 H12A . 0.9900
C12 H12B . 0.9900
C13 H13A . 0.9800
C13 H13B . 0.9800
C13 H13C . 0.9800
C14 H14A . 0.9800
C14 H14B . 0.9800
C14 H14C . 0.9800
C15 H15A . 0.9800
C15 H15B . 0.9800
C15 H15C . 0.9800
C16 C17 . 1.530(6)
C16 H16A . 0.9900
C16 H16B . 0.9900
C17 C18 . 1.522(6)
C17 H17A . 0.9900
C17 H17B . 0.9900
C18 H18A . 0.9800
C18 H18B . 0.9800
C18 H18C . 0.9800
C19 C20 . 1.388(5)
C19 C24 . 1.397(5)
C24 C23 . 1.390(5)
C24 H22A . 0.9500
C23 C22 . 1.395(6)
C23 C29 . 1.533(6)
C22 C21 . 1.396(6)
C22 H24A . 0.9500
C21 C20 . 1.385(5)
C21 C25 . 1.532(6)
C20 H26A . 0.9500
C29 C32 . 1.518(6)
C29 C31 . 1.531(7)
C29 C30 . 1.538(6)
C25 C27 . 1.510(6)
C25 C28 . 1.527(6)
C25 C26 . 1.530(7)
C31 H31A . 0.9800
C31 H31B . 0.9800
C31 H31C . 0.9800
C30 H30A . 0.9800
C30 H30B . 0.9800
C30 H30C . 0.9800
C26 H26B . 0.9800
C26 H26C . 0.9800
C26 H26D . 0.9800
C28 H28A . 0.9800
C28 H28B . 0.9800
C28 H28C . 0.9800
C32 H32A . 0.9800
C32 H32B . 0.9800
C32 H32C . 0.9800
C27 H27A . 0.9800
C27 H27B . 0.9800
C27 H27C . 0.9800
