#------------------------------------------------------------------------------
#$Date: 2017-10-31 05:27:58 +0200 (Tue, 31 Oct 2017) $
#$Revision: 202440 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/94/7229434.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_7229434
loop_
_publ_author_name
'Goswami, Soumyabrata'
'Tripuramallu, Bharat Kumar'
'Goldberg, Israel'
_publ_section_title
;
 New meso-substituted trans-A2B2 porphyrins: Synthesis and structure of
 their metal-mediated supramolecular assemblies†
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C7CE01642E
_journal_year                    2017
_chemical_formula_moiety         'C50 H34 N8 O9 Zn3'
_chemical_formula_sum            'C50 H34 N8 O9 Zn3'
_chemical_formula_weight         1086.96
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-09-11 deposited with the CCDC.
2017-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.522(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.3576(17)
_cell_length_b                   10.1239(6)
_cell_length_c                   27.0731(17)
_cell_measurement_reflns_used    4677
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      25.1
_cell_measurement_theta_min      1.58
_cell_volume                     7078.7(8)
_computing_cell_refinement       'Saint, Bruker-AXS'
_computing_data_collection       'Apex2, Bruker-AXS'
_computing_data_reduction        'Saint, Bruker-AXS'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 1.75
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'ApexDuo, Bruker-AXS'
_diffrn_measurement_method       '1 deg. φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            25125
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.112
_diffrn_reflns_theta_max         25.112
_diffrn_reflns_theta_min         1.577
_diffrn_source                   'ImuS micro-focus'
_exptl_absorpt_coefficient_mu    1.052
_exptl_absorpt_correction_T_max  0.867
_exptl_absorpt_correction_T_min  0.772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, Bruker-AXS'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.020
_exptl_crystal_description       plate
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.140
_refine_diff_density_max         1.339
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         6260
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.1014
_refine_ls_R_factor_gt           0.0776
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0845P)²+82.9406P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2064
_refine_ls_wR_factor_ref         0.2205
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4677
_reflns_number_total             6260
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ce01642e2.cif
_cod_data_source_block           gs42_sq
_cod_original_cell_volume        7078.6(8)
_cod_database_code               7229434
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.771
_shelx_estimated_absorpt_t_max   0.867
_platon_squeeze_void_probe_radius 1.20
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.33418(3) 0.96089(7) 0.48506(3) 0.0282(2) Uani 1 1 d . . .
Zn2 Zn 0.5000 0.50683(17) 0.2500 0.0215(3) Uani 0.74 2 d S T P
Zn2' Zn 0.5000 0.4244(5) 0.2500 0.0199(8) Uani 0.26 2 d S T P
O1 O 0.5000 0.7152(10) 0.2500 0.061(3) Uani 0.74 2 d S T P
O1' O 0.5000 0.186(3) 0.2500 0.054(8) Uani 0.26 2 d S T P
O2 O 0.36720(16) 0.8028(4) 0.46176(16) 0.0300(10) Uani 1 1 d . . .
O3 O 0.37511(17) 0.0989(4) 0.45753(18) 0.0383(11) Uani 1 1 d . . .
O4 O 0.32199(19) 0.6822(5) 0.50611(19) 0.0446(12) Uani 1 1 d . . .
O5 O 0.32733(17) 0.2045(4) 0.50365(18) 0.0376(11) Uani 1 1 d . . .
N1 N 0.52372(18) 0.4697(5) 0.32634(18) 0.0279(11) Uani 1 1 d . . .
N2 N 0.23614(18) 0.4645(5) 0.06390(17) 0.0240(11) Uani 1 1 d . . .
N3 N 0.42449(18) 0.4711(5) 0.25788(18) 0.0279(11) Uani 1 1 d . . .
C1 C 0.3572(2) 0.4492(5) 0.4723(2) 0.0217(12) Uani 1 1 d . . .
H1 H 0.3380 0.4459 0.4985 0.026 Uiso 1 1 calc R U .
C2 C 0.3692(2) 0.5698(6) 0.4541(2) 0.0235(13) Uani 1 1 d . . .
C3 C 0.3725(2) 0.3334(5) 0.4529(2) 0.0250(13) Uani 1 1 d . . .
C4 C 0.3510(2) 0.6947(5) 0.4757(2) 0.0251(13) Uani 1 1 d . . .
C5 C 0.3971(2) 0.5736(6) 0.4149(2) 0.0240(13) Uani 1 1 d . . .
H5 H 0.4060 0.6564 0.4025 0.029 Uiso 1 1 calc R U .
C6 C 0.5736(2) 0.4645(6) 0.3527(2) 0.0286(13) Uani 1 1 d . . .
C7 C 0.2498(2) 0.3666(6) 0.0972(2) 0.0309(14) Uani 1 1 d . . .
H7 H 0.2263 0.2954 0.0971 0.037 Uiso 1 1 calc R U .
C8 C 0.3310(2) 0.4694(6) 0.1327(2) 0.0285(14) Uani 1 1 d . . .
C9 C 0.4930(2) 0.4586(6) 0.3613(2) 0.0279(13) Uani 1 1 d . . .
C10 C 0.4115(2) 0.4584(6) 0.3943(2) 0.0241(12) Uani 1 1 d . . .
C11 C 0.3819(2) 0.4685(6) 0.1686(2) 0.0302(14) Uani 1 1 d . . .
C12 C 0.3996(2) 0.3377(6) 0.4137(2) 0.0266(13) Uani 1 1 d . . .
H12 H 0.4101 0.2579 0.4002 0.032 Uiso 1 1 calc R U .
C13 C 0.5244(2) 0.4429(7) 0.4107(2) 0.0348(15) Uani 1 1 d . . .
H13 H 0.5124 0.4316 0.4412 0.042 Uiso 1 1 calc R U .
C14 C 0.2958(2) 0.3632(6) 0.1314(2) 0.0323(14) Uani 1 1 d . . .
H14 H 0.3039 0.2907 0.1539 0.039 Uiso 1 1 calc R U .
C15 C 0.4067(2) 0.4693(6) 0.3023(2) 0.0311(14) Uani 1 1 d . . .
C16 C 0.2692(2) 0.5652(6) 0.0651(2) 0.0273(14) Uani 1 1 d . . .
H16 H 0.2598 0.6359 0.0420 0.033 Uiso 1 1 calc R U .
C17 C 0.4385(2) 0.4639(6) 0.3506(2) 0.0261(13) Uani 1 1 d . . .
C18 C 0.3809(2) 0.4719(7) 0.2203(2) 0.0330(15) Uani 1 1 d . . .
C19 C 0.5747(2) 0.4473(7) 0.4055(2) 0.0359(16) Uani 1 1 d . . .
H19 H 0.6045 0.4404 0.4316 0.043 Uiso 1 1 calc R U .
C20 C 0.3573(2) 0.2047(6) 0.4732(2) 0.0324(15) Uani 1 1 d . . .
C21 C 0.3516(2) 0.4751(7) 0.2924(2) 0.0376(16) Uani 1 1 d . . .
H21 H 0.3303 0.4769 0.3168 0.045 Uiso 1 1 calc R U .
C22 C 0.3163(2) 0.5714(6) 0.0985(2) 0.0265(13) Uani 1 1 d . . .
H22 H 0.3386 0.6451 0.0980 0.032 Uiso 1 1 calc R U .
C23 C 0.3353(2) 0.4775(7) 0.2418(3) 0.0402(17) Uani 1 1 d . . .
H23 H 0.3005 0.4820 0.2239 0.048 Uiso 1 1 calc R U .
N5 N 0.3291(3) 0.9307(7) 0.5571(2) 0.0556(18) Uani 1 1 d . . .
C24 C 0.2833(3) 0.9880(9) 0.5707(3) 0.061(2) Uani 1 1 d . . .
H24A H 0.2799 0.9555 0.6040 0.091 Uiso 1 1 calc R U .
H24B H 0.2526 0.9627 0.5457 0.091 Uiso 1 1 calc R U .
H24C H 0.2865 1.0845 0.5717 0.091 Uiso 1 1 calc R U .
C25 C 0.3776(4) 0.9643(15) 0.5920(4) 0.118(5) Uani 1 1 d . . .
H25A H 0.3757 1.0553 0.6039 0.177 Uiso 1 1 calc R U .
H25B H 0.4067 0.9562 0.5746 0.177 Uiso 1 1 calc R U .
H25C H 0.3828 0.9038 0.6209 0.177 Uiso 1 1 calc R U .
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'
Zn Zn 0.2839 1.4301 '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
O2 Zn1 O3 98.15(17) . 1_565
O2 Zn1 N5 107.8(2) . .
O3 Zn1 N5 128.0(3) 1_565 .
O2 Zn1 N2 101.89(18) . 4
O3 Zn1 N2 103.40(19) 1_565 4
N5 Zn1 N2 113.8(2) . 4
O2 Zn1 C20 127.10(19) . 1_565
O3 Zn1 C20 29.00(19) 1_565 1_565
N5 Zn1 C20 109.3(3) . 1_565
N2 Zn1 C20 96.18(19) 4 1_565
Zn2' Zn2 N1 79.53(15) . .
Zn2' Zn2 N1 79.53(15) . 2_655
N1 Zn2 N1 159.1(3) . 2_655
Zn2' Zn2 N3 79.97(15) . .
N1 Zn2 N3 88.30(18) . .
N1 Zn2 N3 88.08(19) 2_655 .
Zn2' Zn2 N3 79.98(15) . 2_655
N1 Zn2 N3 88.07(19) . 2_655
N1 Zn2 N3 88.30(18) 2_655 2_655
N3 Zn2 N3 159.9(3) . 2_655
Zn2' Zn2 O1 180.0 . .
N1 Zn2 O1 100.47(15) . .
N1 Zn2 O1 100.47(15) 2_655 .
N3 Zn2 O1 100.03(15) . .
N3 Zn2 O1 100.02(15) 2_655 .
C4 O2 Zn1 114.1(4) . .
C20 O3 Zn1 101.6(4) . 1_545
C6 N1 C9 106.1(5) . .
C6 N1 Zn2 126.6(4) . .
C9 N1 Zn2 127.1(4) . .
C6 N1 Zn2' 125.1(4) . .
C9 N1 Zn2' 124.4(4) . .
C16 N2 C7 117.5(5) . .
C16 N2 Zn1 122.0(4) . 4_545
C7 N2 Zn1 120.5(4) . 4_545
C18 N3 C15 105.5(5) . .
C18 N3 Zn2 126.9(4) . .
C15 N3 Zn2 126.4(4) . .
C18 N3 Zn2' 126.6(4) . .
C15 N3 Zn2' 125.6(4) . .
C3 C1 C2 120.9(5) . .
C3 C1 H1 119.5 . .
C2 C1 H1 119.5 . .
C1 C2 C5 119.1(5) . .
C1 C2 C4 119.3(5) . .
C5 C2 C4 121.6(5) . .
C1 C3 C12 119.7(5) . .
C1 C3 C20 118.8(5) . .
C12 C3 C20 121.4(5) . .
O4 C4 O2 125.5(5) . .
O4 C4 C2 117.3(5) . .
O2 C4 C2 117.2(5) . .
C10 C5 C2 120.7(5) . .
C10 C5 H5 119.7 . .
C2 C5 H5 119.7 . .
N1 C6 C11 125.3(5) . 2_655
N1 C6 C19 110.5(5) . .
C11 C6 C19 124.1(6) 2_655 .
N2 C7 C14 123.7(6) . .
N2 C7 H7 118.1 . .
C14 C7 H7 118.1 . .
C22 C8 C14 117.0(5) . .
C22 C8 C11 122.3(6) . .
C14 C8 C11 120.7(6) . .
N1 C9 C17 125.1(5) . .
N1 C9 C13 110.1(5) . .
C17 C9 C13 124.8(5) . .
C5 C10 C12 119.3(5) . .
C5 C10 C17 120.1(5) . .
C12 C10 C17 120.7(5) . .
C18 C11 C6 126.4(6) . 2_655
C18 C11 C8 117.1(5) . .
C6 C11 C8 116.5(5) 2_655 .
C10 C12 C3 120.3(5) . .
C10 C12 H12 119.8 . .
C3 C12 H12 119.8 . .
C19 C13 C9 107.0(5) . .
C19 C13 H13 126.5 . .
C9 C13 H13 126.5 . .
C7 C14 C8 119.0(6) . .
C7 C14 H14 120.5 . .
C8 C14 H14 120.5 . .
N3 C15 C17 124.7(5) . .
N3 C15 C21 110.2(5) . .
C17 C15 C21 125.1(5) . .
N2 C16 C22 123.1(5) . .
N2 C16 H16 118.4 . .
C22 C16 H16 118.4 . .
C15 C17 C9 126.0(5) . .
C15 C17 C10 116.5(5) . .
C9 C17 C10 117.5(5) . .
N3 C18 C11 123.8(5) . .
N3 C18 C23 110.1(5) . .
C11 C18 C23 126.0(6) . .
C13 C19 C6 106.3(6) . .
C13 C19 H19 126.9 . .
C6 C19 H19 126.9 . .
O5 C20 O3 122.7(6) . .
O5 C20 C3 119.5(6) . .
O3 C20 C3 117.7(5) . .
O5 C20 Zn1 73.7(3) . 1_545
O3 C20 Zn1 49.4(3) . 1_545
C3 C20 Zn1 164.8(5) . 1_545
C23 C21 C15 107.4(5) . .
C23 C21 H21 126.3 . .
C15 C21 H21 126.3 . .
C16 C22 C8 119.7(5) . .
C16 C22 H22 120.2 . .
C8 C22 H22 120.2 . .
C21 C23 C18 106.7(6) . .
C21 C23 H23 126.7 . .
C18 C23 H23 126.7 . .
C24 N5 C25 113.9(8) . .
C24 N5 Zn1 114.1(5) . .
C25 N5 Zn1 111.8(7) . .
N5 C24 H24A 109.5 . .
N5 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
N5 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
N5 C25 H25A 109.5 . .
N5 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
N5 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O2 1.984(4) .
Zn1 O3 1.998(4) 1_565
Zn1 N5 2.004(6) .
Zn1 N2 2.052(5) 4
Zn1 C20 2.578(6) 1_565
Zn2 Zn2' 0.835(4) .
Zn2 N1 2.071(5) .
Zn2 N1 2.071(5) 2_655
Zn2 N3 2.075(5) .
Zn2 N3 2.075(5) 2_655
Zn2 O1 2.110(10) .
Zn2' N1 2.087(5) .
Zn2' N1 2.087(5) 2_655
Zn2' N3 2.098(5) .
Zn2' N3 2.098(5) 2_655
Zn2' O1' 2.41(3) .
O2 C4 1.260(7) .
O3 C20 1.276(8) .
O3 Zn1 1.998(4) 1_545
O4 C4 1.237(7) .
O5 C20 1.250(8) .
N1 C6 1.366(8) .
N1 C9 1.366(7) .
N2 C16 1.337(8) .
N2 C7 1.340(8) .
N2 Zn1 2.052(5) 4_545
N3 C18 1.375(8) .
N3 C15 1.376(7) .
C1 C3 1.377(8) .
C1 C2 1.377(8) .
C1 H1 0.9500 .
C2 C5 1.407(8) .
C2 C4 1.512(8) .
C3 C12 1.395(8) .
C3 C20 1.498(8) .
C5 C10 1.379(8) .
C5 H5 0.9500 .
C6 C11 1.407(8) 2_655
C6 C19 1.435(8) .
C7 C14 1.371(9) .
C7 H7 0.9500 .
C8 C22 1.390(8) .
C8 C14 1.416(9) .
C8 C11 1.492(8) .
C9 C17 1.409(8) .
C9 C13 1.434(9) .
C10 C12 1.391(8) .
C10 C17 1.499(8) .
C11 C18 1.404(8) .
C11 C6 1.407(8) 2_655
C12 H12 0.9500 .
C13 C19 1.360(9) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 C17 1.405(9) .
C15 C21 1.425(9) .
C16 C22 1.385(9) .
C16 H16 0.9500 .
C18 C23 1.437(8) .
C19 H19 0.9500 .
C20 Zn1 2.578(6) 1_545
C21 C23 1.351(9) .
C21 H21 0.9500 .
C22 H22 0.9500 .
C23 H23 0.9500 .
N5 C24 1.451(10) .
N5 C25 1.472(12) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
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 -0.026 0.423 0.003 3002 605 'disordered DMF '
