#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:13:13 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178941 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/70/4117017.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_4117017
loop_
_publ_author_name
'P. Bhyrappa'
'Scott R. Wilson'
'Kenneth S. Suslick'
_publ_section_title
;
 Hydrogen-Bonded Porphyrinic Solids: Supramolecular Networks of
 Octahydroxy Porphyrins
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8492
_journal_page_last               8502
_journal_paper_doi               10.1021/ja971093w
_journal_volume                  119
_journal_year                    1997
_chemical_formula_moiety         'C93 H75 N11 O8'
_chemical_formula_sum            'C93 H65 N11 O8'
_chemical_formula_weight         1464.56
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_audit_update_record
; 
? 
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.09(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.105(4)
_cell_length_b                   25.744(7)
_cell_length_c                   14.022(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    198(2)
_cell_measurement_theta_max      10.49
_cell_measurement_theta_min      6.22
_cell_volume                     3811(2)
_computing_cell_refinement       'CAD4 (Enraf-Nonius)'
_computing_data_collection       'CAD4 (Enraf-Nonius)'
_computing_data_reduction        'CAD4 (Enraf-Nonius) PROFILE (Coppens, 1972)'
_computing_molecular_graphics    'ORTEP-II (Johnson, 1971)'
_computing_publication_material  'CIFTAB (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      198(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       'omega-theta scan profiles'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0740
_diffrn_reflns_av_sigmaI/netI    0.1291
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6452
_diffrn_reflns_theta_max         23.98
_diffrn_reflns_theta_min         1.53
_diffrn_standards_decay_%        0.8
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       plate
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.060
_refine_ls_goodness_of_fit_obs   1.164
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     548
_refine_ls_number_reflns         6106
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_restrained_S_obs      1.164
_refine_ls_R_factor_all          0.1841
_refine_ls_R_factor_obs          0.0622
_refine_ls_shift/esd_max         0.005
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0655P)²+2.7821P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1755
_refine_ls_wR_factor_obs         0.1305
_reflns_number_observed          3062
_reflns_number_total             6106
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja971093w_2.cif
_cod_data_source_block           H2T(3',5'-DHP)P.7C6H5CN
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0655P)^2^+2.7821P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0655P)^2^+2.7821P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3810.6(19)
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               4117017
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.0724(5) 0.2500 0.2396(4) 0.0271(12) Uani 1 d S
H1N H -0.0026(55) 0.2500 0.2034(42) 0.033 Uiso 1 d S
C4 C 0.1419(4) 0.2937(2) 0.2752(3) 0.0260(10) Uani 1 d .
C3 C 0.2615(4) 0.2762(2) 0.3381(3) 0.0333(10) Uani 1 d .
H3 H 0.3299(4) 0.2978(2) 0.3741(3) 0.040 Uiso 1 calc R
C5 C 0.1033(4) 0.3450(2) 0.2532(3) 0.0260(10) Uani 1 d .
C6 C -0.0164(4) 0.3610(2) 0.1917(3) 0.0255(10) Uani 1 d .
C7 C -0.0540(4) 0.4148(2) 0.1722(3) 0.0291(10) Uani 1 d .
H7 H -0.0038(4) 0.4445(2) 0.1984(3) 0.035 Uiso 1 calc R
C8 C -0.1729(4) 0.4147(2) 0.1103(3) 0.0287(10) Uani 1 d .
H8 H -0.2239(4) 0.4443(2) 0.0845(3) 0.034 Uiso 1 calc R
C9 C -0.2088(4) 0.36095(15) 0.0903(3) 0.0249(9) Uani 1 d .
N2 N -0.1124(3) 0.32851(12) 0.1408(2) 0.0258(8) Uani 1 d .
C10 C -0.3261(4) 0.34483(15) 0.0247(3) 0.0247(10) Uani 1 d .
C11 C -0.3635(4) 0.2935(2) 0.0009(3) 0.0232(9) Uani 1 d .
C12 C -0.4820(4) 0.27606(15) -0.0658(3) 0.0268(10) Uani 1 d .
H12 H -0.5492(4) 0.29768(15) -0.1036(3) 0.032 Uiso 1 calc R
N3 N -0.2953(4) 0.2500 0.0386(3) 0.0245(11) Uani 1 d S
H3N H -0.2093(52) 0.2500 0.0799(39) 0.029 Uiso 1 d S
C21 C 0.2010(4) 0.38607(15) 0.2983(3) 0.0250(10) Uani 1 d .
C22 C 0.2821(4) 0.4011(2) 0.2464(3) 0.0279(10) Uani 1 d .
H22 H 0.2745(4) 0.3866(2) 0.1825(3) 0.034 Uiso 1 calc R
C23 C 0.3746(4) 0.4377(2) 0.2883(3) 0.0271(10) Uani 1 d .
C24 C 0.3871(4) 0.4595(2) 0.3803(3) 0.0281(10) Uani 1 d .
H24 H 0.4518(4) 0.4842(2) 0.4084(3) 0.034 Uiso 1 calc R
C25 C 0.3043(4) 0.4449(2) 0.4315(3) 0.0289(10) Uani 1 d .
C26 C 0.2115(4) 0.4076(2) 0.3914(3) 0.0292(10) Uani 1 d .
H26 H 0.1559(4) 0.3970(2) 0.4273(3) 0.035 Uiso 1 calc R
O23 O 0.4527(3) 0.45174(12) 0.2327(2) 0.0370(8) Uani 1 d .
H23 H 0.4866(44) 0.4771(18) 0.2507(35) 0.044 Uiso 1 d .
O25 O 0.3189(3) 0.46869(14) 0.5204(2) 0.0447(9) Uani 1 d .
H25 H 0.2741(47) 0.4579(20) 0.5440(38) 0.054 Uiso 1 d .
C27 C -0.4205(3) 0.38555(15) -0.0266(3) 0.0237(9) Uani 1 d .
C28 C -0.4408(4) 0.39772(15) -0.1269(3) 0.0259(10) Uani 1 d .
H28 H -0.3929(4) 0.38096(15) -0.1635(3) 0.031 Uiso 1 calc R
C29 C -0.5303(4) 0.43404(15) -0.1728(3) 0.0243(9) Uani 1 d .
C30 C -0.6030(4) 0.4585(2) -0.1219(3) 0.0266(10) Uani 1 d .
H30 H -0.6652(4) 0.4834(2) -0.1547(3) 0.032 Uiso 1 calc R
C31 C -0.5837(3) 0.4460(2) -0.0225(3) 0.0253(9) Uani 1 d .
C32 C -0.4917(4) 0.41022(15) 0.0253(3) 0.0256(10) Uani 1 d .
H32 H -0.4773(4) 0.40254(15) 0.0942(3) 0.031 Uiso 1 calc R
O29 O -0.5512(3) 0.45027(11) -0.2704(2) 0.0313(7) Uani 1 d .
H29 H -0.5196(40) 0.4305(17) -0.3007(31) 0.038 Uiso 1 d .
O31 O -0.6586(3) 0.47011(12) 0.0250(2) 0.0334(8) Uani 1 d .
H31 H -0.6328(40) 0.4607(17) 0.0852(32) 0.040 Uiso 1 d .
C41 C 0.0211(5) 0.4396(2) 0.7512(4) 0.0467(13) Uani 1 d .
C42 C 0.0823(5) 0.4274(2) 0.8501(4) 0.062(2) Uani 1 d .
H42 H 0.1676(5) 0.4156(2) 0.8700(4) 0.074 Uiso 1 calc R
C43 C 0.0190(5) 0.4324(2) 0.9198(4) 0.069(2) Uani 1 d .
H43 H 0.0603(5) 0.4242(2) 0.9882(4) 0.083 Uiso 1 calc R
C44 C -0.1037(5) 0.4494(2) 0.8901(4) 0.0594(15) Uani 1 d .
H44 H -0.1468(5) 0.4535(2) 0.9385(4) 0.071 Uiso 1 calc R
C45 C -0.1652(5) 0.4605(2) 0.7921(4) 0.0535(14) Uani 1 d .
H45 H -0.2512(5) 0.4713(2) 0.7725(4) 0.064 Uiso 1 calc R
C46 C -0.1036(5) 0.4562(2) 0.7215(4) 0.0471(13) Uani 1 d .
H46 H -0.1459(5) 0.4644(2) 0.6533(4) 0.057 Uiso 1 calc R
C47 C 0.0882(5) 0.4370(2) 0.6774(4) 0.061(2) Uani 1 d .
N47 N 0.1416(5) 0.4353(2) 0.6208(4) 0.084(2) Uani 1 d .
C51 C 0.2692(5) 0.6291(2) 0.4769(4) 0.0489(13) Uani 1 d .
C52 C 0.2755(6) 0.6004(2) 0.5599(4) 0.068(2) Uani 1 d .
H52 H 0.3376(6) 0.5739(2) 0.5815(4) 0.081 Uiso 1 calc R
C53 C 0.1921(7) 0.6099(3) 0.6124(5) 0.093(2) Uani 1 d .
H53 H 0.1971(7) 0.5906(3) 0.6713(5) 0.111 Uiso 1 calc R
C54 C 0.0990(7) 0.6487(3) 0.5778(6) 0.092(2) Uani 1 d .
H54 H 0.0411(7) 0.6558(3) 0.6137(6) 0.110 Uiso 1 calc R
C55 C 0.0920(6) 0.6756(3) 0.4938(5) 0.084(2) Uani 1 d .
H55 H 0.0279(6) 0.7011(3) 0.4702(5) 0.101 Uiso 1 calc R
C56 C 0.1762(5) 0.6665(2) 0.4419(4) 0.066(2) Uani 1 d .
H56 H 0.1709(5) 0.6857(2) 0.3828(4) 0.079 Uiso 1 calc R
C57 C 0.3566(5) 0.6190(2) 0.4222(4) 0.0546(14) Uani 1 d .
N57 N 0.4239(4) 0.6102(2) 0.3771(3) 0.0654(14) Uani 1 d .
C61 C 0.6388(8) 0.7500 0.3654(7) 0.075(3) Uani 1 d S
C62 C 0.6814(8) 0.7035(3) 0.3425(5) 0.105(3) Uani 1 d .
H62 H 0.6510(8) 0.6717(3) 0.3609(5) 0.126 Uiso 1 calc R
C63 C 0.7698(9) 0.7037(5) 0.2918(7) 0.135(4) Uani 1 d .
H63 H 0.8017(9) 0.6717(5) 0.2760(7) 0.162 Uiso 1 calc R
C64 C 0.8127(13) 0.7500 0.2637(11) 0.141(7) Uani 1 d S
H64 H 0.8704(13) 0.7500 0.2259(11) 0.169 Uiso 1 calc SR
C67 C 0.5388(10) 0.7500 0.4157(8) 0.085(3) Uani 1 d S
N67 N 0.4605(9) 0.7500 0.4528(6) 0.110(3) Uani 1 d S
C71 C 0.4322(5) 0.2765(2) 0.1545(4) 0.0495(13) Uani 1 d .
H71 H 0.3725(5) 0.2947(2) 0.1017(4) 0.059 Uiso 0.50 d PR
C72 C 0.5177(6) 0.3038(2) 0.2303(4) 0.065(2) Uani 1 d .
H72 H 0.5181(6) 0.3407(2) 0.2295(4) 0.078 Uiso 1 calc R
C73 C 0.6026(6) 0.2770(2) 0.3070(4) 0.074(2) Uani 1 d .
H73 H 0.6613(6) 0.2954(2) 0.3600(4) 0.089 Uiso 1 calc R
C77 C 0.3319(10) 0.2992(4) 0.0735(8) 0.053(3) Uani 0.50 d P
N77 N 0.2549(10) 0.3202(4) 0.0101(8) 0.070(3) Uani 0.50 d P
C81 C -0.0455(5) 0.2233(2) -0.0891(4) 0.0574(15) Uani 1 d .
H81 H 0.0265(5) 0.2050(2) -0.0484(4) 0.069 Uiso 0.50 d PR
C82 C -0.1491(5) 0.1964(2) -0.1475(4) 0.061(2) Uani 1 d .
H82 H -0.1485(5) 0.1595(2) -0.1477(4) 0.073 Uiso 1 calc R
C83 C -0.2547(5) 0.2231(2) -0.2062(4) 0.0564(14) Uani 1 d .
H83 H -0.3267(5) 0.2046(2) -0.2462(4) 0.068 Uiso 1 calc R
C87 C 0.0691(12) 0.1968(5) -0.0289(9) 0.068(3) Uani 0.50 d P
N87 N 0.1553(12) 0.1740(5) 0.0124(9) 0.091(4) Uani 0.50 d P
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'
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
C4 N1 C4 110.7(5) . 4_565
N1 C4 C5 126.8(3) . .
N1 C4 C3 106.2(4) . .
C5 C4 C3 127.0(4) . .
C3 C3 C4 108.5(2) 4_565 .
C4 C5 C6 125.6(4) . .
C4 C5 C21 116.1(3) . .
C6 C5 C21 118.2(3) . .
N2 C6 C5 125.2(4) . .
N2 C6 C7 110.7(3) . .
C5 C6 C7 124.1(4) . .
C8 C7 C6 106.9(4) . .
C7 C8 C9 106.6(4) . .
N2 C9 C10 125.2(4) . .
N2 C9 C8 111.1(3) . .
C10 C9 C8 123.7(4) . .
C9 N2 C6 104.7(3) . .
C11 C10 C9 125.7(4) . .
C11 C10 C27 115.8(3) . .
C9 C10 C27 118.4(3) . .
N3 C11 C10 126.7(3) . .
N3 C11 C12 106.5(3) . .
C10 C11 C12 126.8(4) . .
C12 C12 C11 108.3(2) 4_565 .
C11 N3 C11 110.4(5) . 4_565
C22 C21 C26 120.4(4) . .
C22 C21 C5 118.6(4) . .
C26 C21 C5 121.0(4) . .
C21 C22 C23 119.2(4) . .
C24 C23 O23 121.7(4) . .
C24 C23 C22 121.4(4) . .
O23 C23 C22 116.9(4) . .
C23 C24 C25 119.2(4) . .
O25 C25 C24 116.5(4) . .
O25 C25 C26 123.2(4) . .
C24 C25 C26 120.3(4) . .
C21 C26 C25 119.4(4) . .
C32 C27 C28 119.3(4) . .
C32 C27 C10 119.8(3) . .
C28 C27 C10 120.8(3) . .
C29 C28 C27 119.7(4) . .
C28 C29 O29 123.1(4) . .
C28 C29 C30 121.5(4) . .
O29 C29 C30 115.4(3) . .
C31 C30 C29 118.8(4) . .
O31 C31 C30 117.3(4) . .
O31 C31 C32 122.5(3) . .
C30 C31 C32 120.2(4) . .
C31 C32 C27 120.5(4) . .
C42 C41 C46 120.5(5) . .
C42 C41 C47 120.3(5) . .
C46 C41 C47 119.2(5) . .
C43 C42 C41 119.5(5) . .
C44 C43 C42 119.7(5) . .
C45 C44 C43 121.0(5) . .
C44 C45 C46 120.4(5) . .
C45 C46 C41 119.0(5) . .
N47 C47 C41 179.2(5) . .
C52 C51 C56 121.0(5) . .
C52 C51 C57 119.7(5) . .
C56 C51 C57 119.3(5) . .
C51 C52 C53 119.9(6) . .
C52 C53 C54 119.1(6) . .
C55 C54 C53 120.1(6) . .
C54 C55 C56 120.9(7) . .
C55 C56 C51 119.0(6) . .
N57 C57 C51 178.3(6) . .
C62 C61 C62 123.1(12) 4_575 .
C62 C61 C67 118.4(6) 4_575 .
C62 C61 C67 118.4(6) . .
C61 C62 C63 118.2(10) . .
C62 C63 C64 120.8(13) . .
C63 C64 C63 118.7(16) 4_575 .
N67 C67 C61 178.9(10) . .
C71 C71 C72 120.6(3) 4_565 .
C71 C71 C77 113.8(5) 4_565 .
C72 C71 C77 125.4(6) . .
C73 C72 C71 119.3(5) . .
C72 C73 C73 120.1(3) . 4_565
N77 C77 C71 175.9(11) . .
C82 C81 C81 120.3(3) . 4_565
C82 C81 C87 121.9(7) . .
C81 C81 C87 117.8(5) 4_565 .
C81 C82 C83 120.0(5) . .
C83 C83 C82 119.7(3) 4_565 .
N87 C87 C81 175.2(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C4 1.368(5) .
N1 C4 1.368(5) 4_565
C4 C5 1.393(5) .
C4 C3 1.420(5) .
C3 C3 1.350(8) 4_565
C5 C6 1.403(5) .
C5 C21 1.507(5) .
C6 N2 1.369(5) .
C6 C7 1.448(6) .
C7 C8 1.336(5) .
C8 C9 1.444(5) .
C9 N2 1.369(5) .
C9 C10 1.404(5) .
C10 C11 1.396(5) .
C10 C27 1.499(5) .
C11 N3 1.362(5) .
C11 C12 1.429(5) .
C12 C12 1.342(8) 4_565
N3 C11 1.362(5) 4_565
C21 C22 1.378(5) .
C21 C26 1.389(5) .
C22 C23 1.383(5) .
C23 C24 1.374(5) .
C23 O23 1.382(5) .
C24 C25 1.383(5) .
C25 O25 1.353(5) .
C25 C26 1.392(5) .
C27 C32 1.384(5) .
C27 C28 1.390(5) .
C28 C29 1.371(5) .
C29 O29 1.379(4) .
C29 C30 1.384(5) .
C30 C31 1.381(5) .
C31 O31 1.365(5) .
C31 C32 1.384(5) .
C41 C42 1.378(6) .
C41 C46 1.384(6) .
C41 C47 1.452(7) .
C42 C43 1.375(7) .
C43 C44 1.367(7) .
C44 C45 1.361(7) .
C45 C46 1.371(7) .
C47 N47 1.130(6) .
C51 C52 1.361(7) .
C51 C56 1.386(7) .
C51 C57 1.436(7) .
C52 C53 1.372(8) .
C53 C54 1.410(9) .
C54 C55 1.348(9) .
C55 C56 1.371(8) .
C57 N57 1.141(6) .
C61 C62 1.362(9) 4_575
C61 C62 1.362(9) .
C61 C67 1.489(14) .
C62 C63 1.379(12) .
C63 C64 1.386(11) .
C64 C63 1.386(11) 4_575
C67 N67 1.143(12) .
C71 C71 1.366(10) 4_565
C71 C72 1.377(7) .
C71 C77 1.444(12) .
C72 C73 1.375(7) .
C73 C73 1.391(11) 4_565
C77 N77 1.159(13) .
C81 C82 1.374(7) .
C81 C81 1.375(10) 4_565
C81 C87 1.459(13) .
C82 C83 1.389(7) .
C83 C83 1.383(10) 4_565
C87 N87 1.120(13) .
