#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:00:14 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180367 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/36/7203611.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_7203611
loop_
_publ_author_name
'Goldberg, Israel'
'Muniappan, Sankar'
'George, Sumod'
'Lipstman, Sophia'
_publ_section_title
;
 Self-assembly of uniquely structured porphyrin network solids by
 charged N?H?Cl and N?H?O hydrogen bonds
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              784
_journal_paper_doi               10.1039/b611384b
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C40 H30 N8, 2Cl, 2(I3)'
_chemical_formula_sum            'C40 H30 Cl2 I6 N8'
_chemical_formula_weight         1455.02
_chemical_name_systematic
;
?
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 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                 109.1133(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.4525(4)
_cell_length_b                   20.8624(7)
_cell_length_c                   7.8359(2)
_cell_measurement_reflns_used    2554
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      1.41
_cell_volume                     2232.39(11)
_computing_cell_refinement       Denzo
_computing_data_collection       'Collect, Nonius B.V.'
_computing_data_reduction        'Denzo & Scalepack'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 12.8
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '1 deg. Phi scans'
_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  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0378
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9878
_diffrn_reflns_theta_full        28.20
_diffrn_reflns_theta_max         28.20
_diffrn_reflns_theta_min         2.75
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.334
_exptl_absorpt_correction_T_max  0.6711
_exptl_absorpt_correction_T_min  0.4105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    2.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             1356
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.643
_refine_diff_density_min         -1.433
_refine_diff_density_rms         0.195
_refine_ls_extinction_coef       0.00016(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         2764
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0484
_refine_ls_shift/su_max          0.041
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0919P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1451
_reflns_number_gt                2023
_reflns_number_total             2764
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b611384b.txt
_cod_data_source_block           Compound-I
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               7203611
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z'
'-x, -y, -z'
'-x, y, -z'
'-x+1/2, -y+1/2, -z'
'-x+1/2, 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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.45005(10) 0.13809(7) 0.10428(17) 0.0305(4) Uani 1 1 d . . .
C2 C 0.40523(10) 0.16772(7) 0.22152(19) 0.0356(4) Uani 1 1 d . . .
H2 H 0.4027 0.2124 0.2429 0.043 Uiso 1 1 calc R . .
C3 C 0.36678(10) 0.12033(7) 0.29721(18) 0.0337(4) Uani 1 1 d . . .
H3 H 0.3319 0.1257 0.3801 0.040 Uiso 1 1 calc R . .
C4 C 0.38909(9) 0.06041(7) 0.22756(17) 0.0286(4) Uani 1 1 d . . .
N5 N 0.44102(7) 0.07269(6) 0.11221(15) 0.0299(3) Uani 1 1 d . . .
H5 H 0.4642 0.0440 0.0543 0.036 Uiso 0.50 1 calc PR . .
C6 C 0.36432(12) 0.0000 0.2798(2) 0.0286(5) Uani 1 2 d S . .
C7 C 0.30437(12) 0.0000 0.4019(3) 0.0290(5) Uani 1 2 d S . .
C8 C 0.20476(13) 0.0000 0.3351(3) 0.0327(6) Uani 1 2 d S . .
H8 H 0.1723 0.0000 0.2083 0.039 Uiso 1 2 calc SR . .
C9 C 0.15089(13) 0.0000 0.4522(3) 0.0340(6) Uani 1 2 d S . .
H9 H 0.0814 0.0000 0.4061 0.041 Uiso 1 2 calc SR . .
N10 N 0.19734(11) 0.0000 0.6313(2) 0.0367(5) Uani 1 2 d S . .
H10 H 0.1649(16) 0.0000 0.706(3) 0.044 Uiso 1 2 d S . .
C11 C 0.29535(16) 0.0000 0.7036(3) 0.0468(7) Uani 1 2 d S . .
H11 H 0.3260 0.0000 0.8309 0.056 Uiso 1 2 calc SR . .
C12 C 0.35107(14) 0.0000 0.5890(3) 0.0388(6) Uani 1 2 d S . .
H12 H 0.4205 0.0000 0.6375 0.047 Uiso 1 2 calc SR . .
C13 C 0.5000 0.16963(9) 0.0000 0.0297(5) Uani 1 2 d S . .
C14 C 0.5000 0.24110(9) 0.0000 0.0270(5) Uani 1 2 d S . .
C15 C 0.41285(10) 0.27567(8) -0.03759(18) 0.0342(4) Uani 1 1 d . . .
H15 H 0.3522 0.2536 -0.0655 0.041 Uiso 1 1 calc R . .
C16 C 0.41470(11) 0.34188(8) -0.0343(2) 0.0392(4) Uani 1 1 d . . .
H16 H 0.3558 0.3656 -0.0563 0.047 Uiso 1 1 calc R . .
N17 N 0.5000 0.37216(9) 0.0000 0.0382(5) Uani 1 2 d S . .
H17 H 0.5000 0.4136(12) 0.0000 0.046 Uiso 1 2 d S . .
I18 I 0.0000 0.165305(6) 0.5000 0.03637(4) Uani 1 2 d S . .
I19 I 0.212955(8) 0.169404(6) 0.653308(17) 0.05265(4) Uani 1 1 d . . .
Cl20 Cl 0.07996(3) 0.0000 0.87726(6) 0.03554(13) Uani 1 2 d S . .
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
N5 C1 C13 124.13(14) . . ?
N5 C1 C2 109.36(13) . . ?
C13 C1 C2 126.47(13) . . ?
C3 C2 C1 107.57(13) . . ?
C3 C2 H2 126.2 . . ?
C1 C2 H2 126.2 . . ?
C2 C3 C4 106.91(14) . . ?
C2 C3 H3 126.5 . . ?
C4 C3 H3 126.5 . . ?
N5 C4 C6 127.15(14) . . ?
N5 C4 C3 108.96(12) . . ?
C6 C4 C3 123.82(15) . . ?
C1 N5 C4 107.16(12) . . ?
C1 N5 H5 126.4 . . ?
C4 N5 H5 126.4 . . ?
C4 C6 C4 127.2(2) . 2 ?
C4 C6 C7 116.41(10) . . ?
C4 C6 C7 116.41(10) 2 . ?
C8 C7 C12 119.3(2) . . ?
C8 C7 C6 121.23(17) . . ?
C12 C7 C6 119.46(16) . . ?
C7 C8 C9 119.90(18) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
N10 C9 C8 119.70(17) . . ?
N10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 N10 C9 122.6(2) . . ?
C11 N10 H10 116.5(13) . . ?
C9 N10 H10 120.9(13) . . ?
N10 C11 C12 118.83(19) . . ?
N10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
C11 C12 C7 119.65(18) . . ?
C11 C12 H12 120.2 . . ?
C7 C12 H12 120.2 . . ?
C1 C13 C1 124.66(17) . 6_655 ?
C1 C13 C14 117.67(9) . . ?
C1 C13 C14 117.67(9) 6_655 . ?
C15 C14 C15 117.82(18) 6_655 . ?
C15 C14 C13 121.09(9) 6_655 . ?
C15 C14 C13 121.09(9) . . ?
C16 C15 C14 120.11(13) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
N17 C16 C15 119.27(15) . . ?
N17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 N17 C16 123.38(19) . 6_655 ?
C16 N17 H17 118.31(10) . . ?
C16 N17 H17 118.31(10) 6_655 . ?
I19 I18 I19 176.639(7) 6_556 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N5 1.3739(18) . ?
C1 C13 1.4172(17) . ?
C1 C2 1.427(2) . ?
C2 C3 1.362(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.442(2) . ?
C3 H3 0.9500 . ?
C4 N5 1.375(2) . ?
C4 C6 1.4072(17) . ?
N5 H5 0.8800 . ?
C6 C4 1.4072(17) 2 ?
C6 C7 1.486(3) . ?
C7 C8 1.361(2) . ?
C7 C12 1.399(3) . ?
C8 C9 1.384(3) . ?
C8 H8 0.9500 . ?
C9 N10 1.342(2) . ?
C9 H9 0.9500 . ?
N10 C11 1.342(3) . ?
N10 H10 0.86(3) . ?
C11 C12 1.388(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C1 1.4173(17) 6_655 ?
C13 C14 1.491(3) . ?
C14 C15 1.3966(17) 6_655 ?
C14 C15 1.3966(17) . ?
C15 C16 1.382(2) . ?
C15 H15 0.9500 . ?
C16 N17 1.3319(18) . ?
C16 H16 0.9500 . ?
N17 C16 1.3319(18) 6_655 ?
N17 H17 0.86(3) . ?
I18 I19 2.91571(14) 6_556 ?
I18 I19 2.91575(14) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N10 H10 Cl20 0.86(3) 2.09(3) 2.9557(19) 177.2(18) .
N17 H17 Cl20 0.86(3) 2.498(18) 3.1783(15) 136.2(4) 3_554
N17 H17 Cl20 0.86(3) 2.498(18) 3.1783(15) 136.2(4) 7_556
