#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/45/7204509.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_7204509
loop_
_publ_author_name
'Grossel, Martin C.'
'Merckel, Daniel A. S.'
'Hutchings, Michael G.'
_publ_section_title
;
 The effect of preorganisation on the solid state behaviour of simple
 'aromatic-cored' bis(guanidinium) sulfatesElectronic supplementary
 information (ESI) available: full details of crystallographic data
 collection for compounds 2·H2SO4 and
 3·H2SO4·2H2O. See
 http://www.rsc.org/suppdata/ce/b2/b207803a/
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              77
_journal_paper_doi               10.1039/b207803a
_journal_volume                  5
_journal_year                    2003
_chemical_formula_sum            'C9 H17 N7 O4 S'
_chemical_formula_weight         319.36
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   '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                 100.48(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.2020(10)
_cell_length_b                   11.180(2)
_cell_length_c                   18.192(4)
_cell_measurement_temperature    150(2)
_cell_volume                     1440.4(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_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  0.0690
_diffrn_reflns_av_sigmaI/netI    0.0806
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7596
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2483
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_gt           0.0463
_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)+(0.0507P)²+0.0032P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1073
_refine_ls_wR_factor_ref         0.1253
_reflns_number_gt                1530
_reflns_number_total             2483
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b207803a.txt
_cod_data_source_block           2.H2SO4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7204509
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.07279(10) 0.38218(7) 0.17588(4) 0.0385(3) Uani 1 1 d . . .
N1 N 0.7012(3) 0.5302(2) 0.42397(14) 0.0374(6) Uani 1 1 d . . .
N4 N 0.4413(3) 0.8021(2) 0.34052(14) 0.0465(7) Uani 1 1 d . . .
H4A H 0.3396 0.8365 0.3513 0.056 Uiso 1 1 calc R . .
H4B H 0.5496 0.8407 0.3484 0.056 Uiso 1 1 calc R . .
C5 C 0.4312(4) 0.6920(3) 0.31231(15) 0.0396(8) Uani 1 1 d . . .
N2' N 0.8005(4) 0.6908(2) 0.52585(14) 0.0516(7) Uani 1 1 d . . .
H2' H 0.7806 0.6975 0.4768 0.062 Uiso 1 1 calc R . .
N2 N 0.5866(3) 0.6434(2) 0.29427(13) 0.0404(6) Uani 1 1 d . . .
H2 H 0.6769 0.6910 0.2849 0.048 Uiso 1 1 calc R . .
O1 O 0.0504(3) 0.2530(2) 0.16539(13) 0.0596(7) Uani 1 1 d . . .
O2 O 0.1488(4) 0.4046(2) 0.25454(12) 0.0681(8) Uani 1 1 d . . .
N3 N 0.2690(3) 0.6351(2) 0.30071(14) 0.0481(7) Uani 1 1 d . . .
H3A H 0.1677 0.6698 0.3116 0.058 Uiso 1 1 calc R . .
H3B H 0.2616 0.5622 0.2821 0.058 Uiso 1 1 calc R . .
C3 C 0.6549(4) 0.4565(3) 0.36543(17) 0.0384(8) Uani 1 1 d . . .
O4 O 0.2071(3) 0.4269(2) 0.13105(12) 0.0588(7) Uani 1 1 d . . .
O3 O -0.1087(3) 0.4412(2) 0.15366(14) 0.0626(7) Uani 1 1 d . . .
C4 C 0.6112(4) 0.5161(3) 0.28966(16) 0.0431(8) Uani 1 1 d . . .
H4C H 0.7153 0.4997 0.2623 0.052 Uiso 1 1 calc R . .
H4D H 0.4945 0.4807 0.2607 0.052 Uiso 1 1 calc R . .
N3' N 0.8595(4) 0.7890(3) 0.63867(14) 0.0569(8) Uani 1 1 d . . .
H3'1 H 0.8552 0.7207 0.6623 0.068 Uiso 1 1 calc R . .
H3'2 H 0.8812 0.8560 0.6641 0.068 Uiso 1 1 calc R . .
N4' N 0.8399(4) 0.8944(3) 0.52985(16) 0.0664(9) Uani 1 1 d . . .
H4'1 H 0.8224 0.8966 0.4807 0.080 Uiso 1 1 calc R . .
H4'2 H 0.8617 0.9610 0.5558 0.080 Uiso 1 1 calc R . .
C4' C 0.7941(4) 0.5717(3) 0.55561(17) 0.0439(8) Uani 1 1 d . . .
H4'3 H 0.6976 0.5678 0.5880 0.053 Uiso 1 1 calc R . .
H4'4 H 0.9181 0.5513 0.5864 0.053 Uiso 1 1 calc R . .
C2 C 0.6499(5) 0.3350(3) 0.37398(19) 0.0510(9) Uani 1 1 d . . .
H2A H 0.6134 0.2843 0.3319 0.061 Uiso 1 1 calc R . .
C3' C 0.7463(4) 0.4832(3) 0.49237(17) 0.0394(8) Uani 1 1 d . . .
C5' C 0.8333(4) 0.7909(3) 0.56475(18) 0.0470(8) Uani 1 1 d . . .
C2' C 0.7487(5) 0.3625(3) 0.5050(2) 0.0541(9) Uani 1 1 d . . .
H2'1 H 0.7838 0.3312 0.5542 0.065 Uiso 1 1 calc R . .
C1 C 0.6989(5) 0.2877(3) 0.4446(2) 0.0645(10) Uani 1 1 d . . .
H1 H 0.6984 0.2035 0.4516 0.077 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 0.0033 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'
S S 0.1246 0.1234 '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
O3 S1 O2 110.64(15) . . ?
O3 S1 O1 109.88(13) . . ?
O2 S1 O1 108.12(14) . . ?
O3 S1 O4 110.00(13) . . ?
O2 S1 O4 108.68(14) . . ?
O1 S1 O4 109.47(14) . . ?
C3' N1 C3 118.8(3) . . ?
N3 C5 N4 119.6(3) . . ?
N3 C5 N2 121.6(3) . . ?
N4 C5 N2 118.7(3) . . ?
C5' N2' C4' 126.6(3) . . ?
C5 N2 C4 122.2(3) . . ?
N1 C3 C2 121.9(3) . . ?
N1 C3 C4 115.7(3) . . ?
C2 C3 C4 122.4(3) . . ?
N2 C4 C3 113.0(2) . . ?
N2' C4' C3' 109.7(2) . . ?
C1 C2 C3 118.7(3) . . ?
N1 C3' C2' 122.6(3) . . ?
N1 C3' C4' 115.8(3) . . ?
C2' C3' C4' 121.6(3) . . ?
N2' C5' N4' 120.1(3) . . ?
N2' C5' N3' 120.6(3) . . ?
N4' C5' N3' 119.3(3) . . ?
C1 C2' C3' 118.1(3) . . ?
C2' C1 C2 119.9(3) . . ?
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
S1 O3 1.455(2) . ?
S1 O2 1.458(2) . ?
S1 O1 1.462(2) . ?
S1 O4 1.462(2) . ?
N1 C3' 1.335(4) . ?
N1 C3 1.340(4) . ?
N4 C5 1.331(4) . ?
C5 N3 1.313(3) . ?
C5 N2 1.337(4) . ?
N2' C5' 1.322(4) . ?
N2' C4' 1.441(4) . ?
N2 C4 1.439(4) . ?
C3 C2 1.369(4) . ?
C3 C4 1.512(4) . ?
N3' C5' 1.324(4) . ?
N4' C5' 1.326(4) . ?
C4' C3' 1.509(4) . ?
C2 C1 1.374(5) . ?
C3' C2' 1.369(5) . ?
C2' C1 1.376(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 8909710
