#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:10:37 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180291 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/05/7150559.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_7150559
loop_
_publ_author_name
'Gu, Rong'
'Van Snick, Sven'
'Robeyns, Koen'
'Van Meervelt, Luc'
'Dehaen, Wim'
_publ_section_title
;
 A facile and general method for the synthesis of
 6,12-diaryl-5,11-dihydroindolo[3,2-b]carbazoles
;
_journal_issue                   2
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              380
_journal_page_last               385
_journal_paper_doi               10.1039/b815908d
_journal_volume                  7
_journal_year                    2009
_chemical_formula_moiety         'C30 H22 N2, C4 H8 O, 2(C2 H6 O S)'
_chemical_formula_sum            'C38 H42 N2 O3 S2'
_chemical_formula_weight         638.86
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                87.925(2)
_cell_angle_beta                 80.702(2)
_cell_angle_gamma                70.015(2)
_cell_formula_units_Z            1
_cell_length_a                   8.6191(3)
_cell_length_b                   9.4722(4)
_cell_length_c                   10.8125(5)
_cell_measurement_reflns_used    1086
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.57
_cell_measurement_theta_min      33.5
_cell_volume                     818.52(6)
_computing_cell_refinement       'Bruker SAINT (SAINT, 1997)'
_computing_data_collection       'Bruker SMART (SMART, 1997)'
_computing_data_reduction        'Bruker SAINT (SAINT, 1997)'
_computing_molecular_graphics    'PLUTON (Spek, 1998)'
_computing_publication_material  'PLATON (Spek, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'SMART 6000'
_diffrn_measurement_method       'omega and phi scan'
_diffrn_radiation_monochromator  'crossed Goebel mirrors'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12506
_diffrn_reflns_theta_full        67.70
_diffrn_reflns_theta_max         70.96
_diffrn_reflns_theta_min         4.14
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.789
_exptl_absorpt_correction_T_max  0.699
_exptl_absorpt_correction_T_min  0.431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS (SADABS, 1997)'
_exptl_crystal_colour            translucent
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.898
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3082
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0485
_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)+(0.0830P)²+0.3912P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1317
_refine_ls_wR_factor_ref         0.1356
_reflns_number_gt                2811
_reflns_number_total             3082
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b815908d.txt
_cod_data_source_block           wim84
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_database_code               7150559
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
N1 N 0.89113(18) 0.44782(16) 0.24549(13) 0.0174(3) Uani 1 1 d . . .
H1 H 0.9343 0.3725 0.2937 0.021 Uiso 1 1 calc R . .
C2 C 0.7470(2) 0.56806(18) 0.27961(16) 0.0172(4) Uani 1 1 d . . .
C3 C 0.6325(2) 0.59727(19) 0.39100(16) 0.0194(4) Uani 1 1 d . . .
H3 H 0.6524 0.5335 0.4608 0.023 Uiso 1 1 calc R . .
C4 C 0.4894(2) 0.7221(2) 0.39598(16) 0.0216(4) Uani 1 1 d . . .
H4 H 0.4087 0.7436 0.4701 0.026 Uiso 1 1 calc R . .
C5 C 0.4608(2) 0.81817(19) 0.29319(17) 0.0217(4) Uani 1 1 d . . .
H5 H 0.3605 0.9025 0.2990 0.026 Uiso 1 1 calc R . .
C6 C 0.5761(2) 0.79197(18) 0.18385(16) 0.0189(4) Uani 1 1 d . . .
H6 H 0.5568 0.8586 0.1157 0.023 Uiso 1 1 calc R . .
C7 C 0.7221(2) 0.66493(18) 0.17561(15) 0.0167(4) Uani 1 1 d . . .
C8 C 0.8587(2) 0.59672(18) 0.07730(16) 0.0158(3) Uani 1 1 d . . .
C9 C 0.9570(2) 0.46497(18) 0.12293(16) 0.0160(3) Uani 1 1 d . . .
C10 C 0.8858(2) 0.64803(18) -0.05546(15) 0.0161(4) Uani 1 1 d . . .
H10 H 0.9019 0.7475 -0.0540 0.019 Uiso 1 1 calc R . .
C11 C 0.7373(2) 0.66440(18) -0.12240(15) 0.0166(4) Uani 1 1 d . . .
C12 C 0.6612(2) 0.5560(2) -0.11130(17) 0.0231(4) Uani 1 1 d . . .
H12 H 0.6996 0.4723 -0.0593 0.028 Uiso 1 1 calc R . .
C13 C 0.5301(2) 0.5680(2) -0.17480(18) 0.0253(4) Uani 1 1 d . . .
H13 H 0.4796 0.4926 -0.1661 0.030 Uiso 1 1 calc R . .
C14 C 0.4723(2) 0.6897(2) -0.25107(17) 0.0234(4) Uani 1 1 d . . .
H14 H 0.3828 0.6978 -0.2951 0.028 Uiso 1 1 calc R . .
C15 C 0.5465(3) 0.7989(2) -0.26220(19) 0.0283(4) Uani 1 1 d . . .
H15 H 0.5074 0.8828 -0.3139 0.034 Uiso 1 1 calc R . .
C16 C 0.6783(2) 0.7870(2) -0.19818(18) 0.0238(4) Uani 1 1 d . . .
H16 H 0.7281 0.8628 -0.2063 0.029 Uiso 1 1 calc R . .
O21 O 0.8980(4) 0.0245(3) 0.8814(3) 0.0334(7) Uani 0.50 1 d P . .
C22 C 1.081(2) -0.0278(17) 0.884(2) 0.036(3) Uani 0.50 1 d P . .
H22A H 1.1271 0.0541 0.8630 0.043 Uiso 0.50 1 calc PR . .
H22B H 1.1418 -0.1138 0.8252 0.043 Uiso 0.50 1 calc PR . .
C23 C 1.0908(9) -0.0745(7) 1.0190(7) 0.0412(15) Uani 0.50 1 d P . .
H23A H 1.1050 -0.1825 1.0279 0.049 Uiso 0.50 1 calc PR . .
H23B H 1.1860 -0.0566 1.0477 0.049 Uiso 0.50 1 calc PR . .
C24 C 0.935(2) 0.017(2) 1.090(2) 0.050(5) Uani 0.50 1 d P . .
H24A H 0.9544 0.0844 1.1492 0.060 Uiso 0.50 1 calc PR . .
H24B H 0.8781 -0.0470 1.1389 0.060 Uiso 0.50 1 calc PR . .
C25 C 0.8289(8) 0.1085(7) 0.9944(6) 0.0389(14) Uani 0.50 1 d P . .
H25A H 0.7099 0.1184 1.0193 0.047 Uiso 0.50 1 calc PR . .
H25B H 0.8375 0.2101 0.9861 0.047 Uiso 0.50 1 calc PR . .
S31 S 0.05721(6) 0.26411(5) 0.51489(4) 0.02492(18) Uani 1 1 d . . .
O32 O -0.03564(19) 0.22084(16) 0.42314(13) 0.0306(3) Uani 1 1 d . . .
C33 C 0.2005(3) 0.0920(2) 0.5605(2) 0.0325(5) Uani 1 1 d . . .
H33A H 0.1411 0.0215 0.5862 0.049 Uiso 1 1 calc R . .
H33B H 0.2499 0.1116 0.6307 0.049 Uiso 1 1 calc R . .
H33C H 0.2892 0.0486 0.4895 0.049 Uiso 1 1 calc R . .
C34 C -0.0831(3) 0.3080(3) 0.6597(2) 0.0356(5) Uani 1 1 d . . .
H34A H -0.1782 0.3989 0.6506 0.053 Uiso 1 1 calc R . .
H34B H -0.0248 0.3249 0.7253 0.053 Uiso 1 1 calc R . .
H34C H -0.1235 0.2241 0.6827 0.053 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 0.0181 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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C9 108.71(13) . . ?
C2 N1 H1 125.6 . . ?
C9 N1 H1 125.6 . . ?
N1 C2 C3 130.03(15) . . ?
N1 C2 C7 107.94(14) . . ?
C3 C2 C7 121.96(16) . . ?
C4 C3 C2 117.68(16) . . ?
C4 C3 H3 121.2 . . ?
C2 C3 H3 121.2 . . ?
C3 C4 C5 121.27(16) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 121.24(16) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 118.75(15) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C6 C7 C2 119.06(15) . . ?
C6 C7 C8 134.24(16) . . ?
C2 C7 C8 106.53(14) . . ?
C9 C8 C7 106.96(14) . . ?
C9 C8 C10 124.78(15) . . ?
C7 C8 C10 128.04(15) . . ?
C8 C9 N1 109.85(15) . . ?
C8 C9 C10 127.54(15) . 2_765 ?
N1 C9 C10 122.62(14) . 2_765 ?
C9 C10 C8 107.57(13) 2_765 . ?
C9 C10 C11 110.79(14) 2_765 . ?
C8 C10 C11 112.03(14) . . ?
C9 C10 H10 108.8 2_765 . ?
C8 C10 H10 108.8 . . ?
C11 C10 H10 108.8 . . ?
C12 C11 C16 118.65(17) . . ?
C12 C11 C10 120.80(15) . . ?
C16 C11 C10 120.54(16) . . ?
C13 C12 C11 121.03(16) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 120.24(18) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 119.23(18) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 120.51(17) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C11 C16 C15 120.33(17) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C25 O21 C22 103.2(9) . . ?
O21 C22 C23 102.4(13) . . ?
O21 C22 H22A 111.3 . . ?
C23 C22 H22A 111.3 . . ?
O21 C22 H22B 111.3 . . ?
C23 C22 H22B 111.3 . . ?
H22A C22 H22B 109.2 . . ?
C24 C23 C22 105.6(11) . . ?
C24 C23 H23A 110.6 . . ?
C22 C23 H23A 110.6 . . ?
C24 C23 H23B 110.6 . . ?
C22 C23 H23B 110.6 . . ?
H23A C23 H23B 108.8 . . ?
C23 C24 C25 106.2(14) . . ?
C23 C24 H24A 110.5 . . ?
C25 C24 H24A 110.5 . . ?
C23 C24 H24B 110.5 . . ?
C25 C24 H24B 110.5 . . ?
H24A C24 H24B 108.7 . . ?
O21 C25 C24 104.1(8) . . ?
O21 C25 H25A 110.9 . . ?
C24 C25 H25A 110.9 . . ?
O21 C25 H25B 110.9 . . ?
C24 C25 H25B 110.9 . . ?
H25A C25 H25B 109.0 . . ?
O32 S31 C34 106.01(10) . . ?
O32 S31 C33 106.00(9) . . ?
C34 S31 C33 97.57(11) . . ?
S31 C33 H33A 109.5 . . ?
S31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
S31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
S31 C34 H34A 109.5 . . ?
S31 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
S31 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
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
N1 C2 1.375(2) . ?
N1 C9 1.382(2) . ?
N1 H1 0.8800 . ?
C2 C3 1.398(3) . ?
C2 C7 1.422(2) . ?
C3 C4 1.381(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.409(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.406(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.435(2) . ?
C8 C9 1.373(2) . ?
C8 C10 1.507(2) . ?
C9 C10 1.503(2) 2_765 ?
C10 C9 1.503(2) 2_765 ?
C10 C11 1.530(2) . ?
C10 H10 1.0000 . ?
C11 C12 1.387(3) . ?
C11 C16 1.393(2) . ?
C12 C13 1.385(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
O21 C25 1.412(7) . ?
O21 C22 1.489(17) . ?
C22 C23 1.52(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.44(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.54(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
S31 O32 1.5175(15) . ?
S31 C34 1.783(2) . ?
S31 C33 1.785(2) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
