#------------------------------------------------------------------------------
#$Date: 2017-03-04 15:45:33 +0200 (Sat, 04 Mar 2017) $
#$Revision: 193495 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/54/4125492.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_4125492
loop_
_publ_author_name
'Karak, Suvendu'
'Kandambeth, Sharath'
'Biswal, Bishnu P.'
'Sasmal, Himadri Sekhar'
'Kumar, Sushil'
'Pachfule, Pradip'
'Banerjee, Rahul'
_publ_section_title
;
 Constructing Ultraporous Covalent Organic Frameworks in Seconds via an
 Organic Terracotta Process.
;
_journal_issue                   5
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1856
_journal_page_last               1862
_journal_paper_doi               10.1021/jacs.6b08815
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C6 H6 N O3 S, 0.5(C6 H10 N2)'
_chemical_formula_sum            'C9 H11 N2 O3 S'
_chemical_formula_weight         227.26
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.3996(4)
_cell_length_b                   7.6266(5)
_cell_length_c                   37.156(2)
_cell_measurement_reflns_used    1890
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.00
_cell_measurement_theta_min      2.40
_cell_volume                     2096.9(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1172
_diffrn_reflns_av_sigmaI/netI    0.0607
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            21799
_diffrn_reflns_theta_full        67.99
_diffrn_reflns_theta_max         67.99
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    2.688
_exptl_absorpt_correction_T_max  0.6433
_exptl_absorpt_correction_T_min  0.5531
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.556
_refine_diff_density_min         -0.652
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     144
_refine_ls_number_reflns         1890
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0868
_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)+(0.0785P)²+18.6996P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2163
_refine_ls_wR_factor_ref         0.2295
_reflns_number_gt                1638
_reflns_number_total             1890
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ja6b08815_si_002.cif
_cod_data_source_block           ABSA-Pa-1
_cod_depositor_comments
'Adding full bibliography for 4125492--4125502.cif.'
_cod_database_code               4125492
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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
C1 C 0.3977(8) -0.0126(7) 0.67470(14) 0.0173(12) Uani 1 1 d .
C2 C 0.4041(8) 0.0251(8) 0.71168(15) 0.0238(13) Uani 1 1 d .
H2 H 0.3179 -0.0231 0.7270 0.029 Uiso 1 1 calc R
C3 C 0.5364(8) 0.1327(9) 0.72561(15) 0.0252(14) Uani 1 1 d .
H3 H 0.5368 0.1572 0.7501 0.030 Uiso 1 1 calc R
C4 C 0.6703(8) 0.2060(8) 0.70368(15) 0.0246(14) Uani 1 1 d .
H4 H 0.7597 0.2781 0.7132 0.030 Uiso 1 1 calc R
C5 C 0.6648(8) 0.1669(7) 0.66706(15) 0.0200(12) Uani 1 1 d .
H5 H 0.7530 0.2133 0.6520 0.024 Uiso 1 1 calc R
C6 C 0.5318(7) 0.0612(7) 0.65250(14) 0.0146(11) Uani 1 1 d .
C7 C 0.0185(7) -0.0015(7) 0.53668(13) 0.0135(11) Uani 1 1 d .
C8 C 0.1220(8) 0.1119(8) 0.51653(15) 0.0245(14) Uani 1 1 d .
H8 H 0.2030 0.1876 0.5277 0.029 Uiso 1 1 calc R
C9 C 0.1041(8) 0.1120(8) 0.47923(15) 0.0232(13) Uani 1 1 d .
H9 H 0.1746 0.1864 0.4652 0.028 Uiso 1 1 calc R
N1 N 0.2574(7) -0.1095(7) 0.66086(12) 0.0232(12) Uani 1 1 d D
N2 N 0.0362(6) -0.0040(6) 0.57586(11) 0.0128(10) Uani 1 1 d .
H2A H 0.1197 0.0733 0.5826 0.019 Uiso 1 1 calc R
H2B H 0.0690 -0.1108 0.5830 0.019 Uiso 1 1 calc R
H2C H -0.0693 0.0239 0.5858 0.019 Uiso 1 1 calc R
O1 O 0.6894(5) 0.1014(5) 0.59092(10) 0.0202(9) Uani 1 1 d .
O2 O 0.4782(5) -0.1452(5) 0.59733(10) 0.0207(9) Uani 1 1 d .
O3 O 0.3701(5) 0.1559(5) 0.59441(9) 0.0163(9) Uani 1 1 d .
S1 S 0.51928(17) 0.03699(18) 0.60521(3) 0.0148(4) Uani 1 1 d .
H1A H 0.181(7) -0.168(7) 0.6758(12) 0.028(18) Uiso 1 1 d D
H1B H 0.275(8) -0.176(7) 0.6411(10) 0.028(17) Uiso 1 1 d D
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
N1 C1 C2 120.1(5) .
N1 C1 C6 121.9(5) .
C2 C1 C6 117.9(5) .
C3 C2 C1 120.9(5) .
C3 C2 H2 119.6 .
C1 C2 H2 119.6 .
C2 C3 C4 121.5(5) .
C2 C3 H3 119.3 .
C4 C3 H3 119.3 .
C5 C4 C3 117.6(5) .
C5 C4 H4 121.2 .
C3 C4 H4 121.2 .
C6 C5 C4 121.8(5) .
C6 C5 H5 119.1 .
C4 C5 H5 119.1 .
C5 C6 C1 120.4(5) .
C5 C6 S1 119.1(4) .
C1 C6 S1 120.2(4) .
C9 C7 C8 121.3(5) 5_556
C9 C7 N2 118.7(5) 5_556
C8 C7 N2 120.0(5) .
C7 C8 C9 119.3(5) .
C7 C8 H8 120.4 .
C9 C8 H8 120.4 .
C7 C9 C8 119.4(5) 5_556
C7 C9 H9 120.3 5_556
C8 C9 H9 120.3 .
C1 N1 H1A 120(4) .
C1 N1 H1B 120(4) .
H1A N1 H1B 108(4) .
C7 N2 H2A 109.5 .
C7 N2 H2B 109.5 .
H2A N2 H2B 109.5 .
C7 N2 H2C 109.5 .
H2A N2 H2C 109.5 .
H2B N2 H2C 109.5 .
O1 S1 O2 115.6(2) .
O1 S1 O3 109.8(2) .
O2 S1 O3 112.0(2) .
O1 S1 C6 106.4(2) .
O2 S1 C6 108.1(2) .
O3 S1 C6 104.1(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.374(7) .
C1 C2 1.405(8) .
C1 C6 1.408(8) .
C2 C3 1.378(9) .
C2 H2 0.9300 .
C3 C4 1.399(9) .
C3 H3 0.9300 .
C4 C5 1.393(8) .
C4 H4 0.9300 .
C5 C6 1.383(8) .
C5 H5 0.9300 .
C6 S1 1.769(5) .
C7 C9 1.372(8) 5_556
C7 C8 1.377(8) .
C7 N2 1.462(6) .
C8 C9 1.392(8) .
C8 H8 0.9300 .
C9 C7 1.372(8) 5_556
C9 H9 0.9300 .
N1 H1A 0.91(2) .
N1 H1B 0.904(19) .
N2 H2A 0.8900 .
N2 H2B 0.8900 .
N2 H2C 0.8900 .
O1 S1 1.452(4) .
O2 S1 1.452(4) .
O3 S1 1.484(4) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N1 C1 C2 C3 -175.2(5) . .
C6 C1 C2 C3 0.8(8) . .
C1 C2 C3 C4 -1.0(9) . .
C2 C3 C4 C5 0.3(9) . .
C3 C4 C5 C6 0.6(9) . .
C4 C5 C6 C1 -0.8(8) . .
C4 C5 C6 S1 173.2(4) . .
N1 C1 C6 C5 176.0(5) . .
C2 C1 C6 C5 0.1(8) . .
N1 C1 C6 S1 2.1(7) . .
C2 C1 C6 S1 -173.8(4) . .
C9 C7 C8 C9 -1.1(10) 5_556 .
N2 C7 C8 C9 179.7(5) . .
C7 C8 C9 C7 1.1(10) . 5_556
C5 C6 S1 O1 15.1(5) . .
C1 C6 S1 O1 -170.9(4) . .
C5 C6 S1 O2 139.8(4) . .
C1 C6 S1 O2 -46.2(5) . .
C5 C6 S1 O3 -100.9(5) . .
C1 C6 S1 O3 73.1(5) . .
