#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/78/7127811.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_7127811
loop_
_publ_author_name
'Edukondalu, Athukuri'
'Vagh, Sandip Sambhaji'
'Lin, Ting-Han'
'Lin, Wenwei'
_publ_section_title
;
 Construction of indeno[1,2-b]pyrroles via chemoselective
 N-acylation/cyclization/Wittig reaction sequence.
;
_journal_issue                   16
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2045
_journal_page_last               2048
_journal_paper_doi               10.1039/d0cc08184a
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C30 H21 Br N2 O3'
_chemical_formula_sum            'C30 H21 Br N2 O3'
_chemical_formula_weight         537.40
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_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
_audit_update_record
;
2020-07-16 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.9890(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.0854(2)
_cell_length_b                   18.2878(6)
_cell_length_c                   19.8064(7)
_cell_measurement_reflns_used    9761
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      24.934
_cell_measurement_theta_min      2.227
_cell_volume                     2534.92(14)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'D8 Venture'
_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  0.0654
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            33421
_diffrn_reflns_theta_full        25.09
_diffrn_reflns_theta_max         25.09
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    1.656
_exptl_absorpt_correction_T_max  0.9836
_exptl_absorpt_correction_T_min  0.3737
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.74
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4498
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0333
_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)+(0.0280P)²+1.5342P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0703
_refine_ls_wR_factor_ref         0.0786
_reflns_number_gt                3584
_reflns_number_total             4498
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0cc08184a2.cif
_cod_data_source_block           d22445
_cod_depositor_comments
'Adding full bibliography for 7127803--7127811.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7127811
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
C1 C 0.5979(3) 0.86478(13) 0.44996(12) 0.0278(5) Uani 1 1 d . . .
C2 C 0.5124(3) 0.85445(13) 0.50726(13) 0.0330(6) Uani 1 1 d . . .
H2 H 0.4341 0.8916 0.5218 0.040 Uiso 1 1 calc R . .
C3 C 0.5418(3) 0.78954(13) 0.54330(13) 0.0308(6) Uani 1 1 d . . .
H3 H 0.4832 0.7826 0.5828 0.037 Uiso 1 1 calc R . .
C4 C 0.6558(3) 0.73409(12) 0.52284(12) 0.0248(5) Uani 1 1 d . . .
C5 C 0.7394(3) 0.74612(13) 0.46459(12) 0.0286(5) Uani 1 1 d . . .
H5 H 0.8163 0.7089 0.4493 0.034 Uiso 1 1 calc R . .
C6 C 0.7125(3) 0.81139(13) 0.42854(12) 0.0308(6) Uani 1 1 d . . .
H6 H 0.7725 0.8192 0.3895 0.037 Uiso 1 1 calc R . .
C7 C 0.6820(3) 0.66340(12) 0.55879(11) 0.0238(5) Uani 1 1 d . . .
C8 C 0.6699(3) 0.64975(12) 0.62699(12) 0.0258(5) Uani 1 1 d . . .
C9 C 0.6383(3) 0.69831(13) 0.68371(12) 0.0296(5) Uani 1 1 d . . .
C10 C 0.7630(4) 0.75615(15) 0.70300(15) 0.0471(7) Uani 1 1 d . . .
H10 H 0.8709 0.7634 0.6807 0.056 Uiso 1 1 calc R . .
C11 C 0.7292(5) 0.80303(17) 0.75476(16) 0.0576(9) Uani 1 1 d . . .
H11 H 0.8143 0.8425 0.7678 0.069 Uiso 1 1 calc R . .
C12 C 0.5740(5) 0.79303(16) 0.78736(15) 0.0526(8) Uani 1 1 d . . .
H12 H 0.5519 0.8255 0.8227 0.063 Uiso 1 1 calc R . .
C13 C 0.4509(4) 0.73621(16) 0.76893(14) 0.0479(7) Uani 1 1 d . . .
H13 H 0.3437 0.7293 0.7917 0.058 Uiso 1 1 calc R . .
C14 C 0.4820(4) 0.68852(14) 0.71707(13) 0.0370(6) Uani 1 1 d . . .
H14 H 0.3961 0.6492 0.7045 0.044 Uiso 1 1 calc R . .
C15 C 0.8911(3) 0.53487(13) 0.73789(12) 0.0258(5) Uani 1 1 d . . .
C16 C 0.9083(3) 0.48609(13) 0.79876(12) 0.0283(5) Uani 1 1 d . . .
C17 C 1.0448(4) 0.50328(17) 0.85466(14) 0.0440(7) Uani 1 1 d . . .
H17 H 1.1210 0.5459 0.8539 0.053 Uiso 1 1 calc R . .
C18 C 1.0699(4) 0.45798(19) 0.91176(15) 0.0567(9) Uani 1 1 d . . .
H18 H 1.1615 0.4702 0.9504 0.068 Uiso 1 1 calc R . .
C19 C 0.9623(4) 0.39554(18) 0.91223(15) 0.0533(8) Uani 1 1 d . . .
H19 H 0.9812 0.3643 0.9510 0.064 Uiso 1 1 calc R . .
C20 C 0.8275(4) 0.37797(16) 0.85687(15) 0.0448(7) Uani 1 1 d . . .
H20 H 0.7543 0.3345 0.8574 0.054 Uiso 1 1 calc R . .
C21 C 0.7983(4) 0.42349(14) 0.80021(13) 0.0339(6) Uani 1 1 d . . .
H21 H 0.7030 0.4118 0.7624 0.041 Uiso 1 1 calc R . .
C22 C 0.7216(3) 0.54180(12) 0.57940(11) 0.0239(5) Uani 1 1 d . . .
C23 C 0.7512(3) 0.46739(12) 0.55533(12) 0.0250(5) Uani 1 1 d . . .
C24 C 0.7651(3) 0.39924(13) 0.58510(13) 0.0316(6) Uani 1 1 d . . .
H24 H 0.7547 0.3932 0.6320 0.038 Uiso 1 1 calc R . .
C25 C 0.7948(3) 0.33922(14) 0.54454(14) 0.0359(6) Uani 1 1 d . . .
H25 H 0.8030 0.2917 0.5641 0.043 Uiso 1 1 calc R . .
C26 C 0.8126(3) 0.34767(14) 0.47666(14) 0.0351(6) Uani 1 1 d . . .
H26 H 0.8345 0.3060 0.4503 0.042 Uiso 1 1 calc R . .
C27 C 0.7987(3) 0.41687(13) 0.44625(13) 0.0296(5) Uani 1 1 d . . .
H27 H 0.8114 0.4228 0.3995 0.036 Uiso 1 1 calc R . .
C28 C 0.7662(3) 0.47591(12) 0.48548(12) 0.0248(5) Uani 1 1 d . . .
C29 C 0.7410(3) 0.55597(12) 0.46601(12) 0.0254(5) Uani 1 1 d . . .
C30 C 0.7160(3) 0.59382(12) 0.52928(11) 0.0243(5) Uani 1 1 d . . .
Br1 Br 0.55739(4) 0.952966(14) 0.399656(15) 0.04226(10) Uani 1 1 d . . .
N1 N 0.6918(3) 0.57431(10) 0.63797(9) 0.0253(4) Uani 1 1 d . . .
N2 N 0.7133(3) 0.53913(10) 0.70087(9) 0.0271(4) Uani 1 1 d . . .
H1 H 0.6064 0.5204 0.7127 0.032 Uiso 1 1 d R . .
O1 O 1.0275(2) 0.56742(9) 0.72082(9) 0.0353(4) Uani 1 1 d . . .
O2 O 0.7422(2) 0.58058(9) 0.40857(8) 0.0330(4) Uani 1 1 d . . .
O3 O 0.3624(2) 0.48798(10) 0.71825(8) 0.0347(4) Uani 1 1 d . . .
H3A H 0.3067 0.4643 0.6760 0.042 Uiso 1 1 d R . .
H3B H 0.2607 0.5186 0.7305 0.042 Uiso 1 1 d 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'
Br Br -0.2901 2.4595 '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'
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
C6 C1 C2 120.8(2) . . ?
C6 C1 Br1 119.30(18) . . ?
C2 C1 Br1 119.94(18) . . ?
C1 C2 C3 119.4(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 121.4(2) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 117.8(2) . . ?
C5 C4 C7 120.0(2) . . ?
C3 C4 C7 122.2(2) . . ?
C6 C5 C4 121.3(2) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C1 C6 C5 119.4(2) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C8 C7 C30 106.03(19) . . ?
C8 C7 C4 127.2(2) . . ?
C30 C7 C4 126.7(2) . . ?
C7 C8 N1 107.8(2) . . ?
C7 C8 C9 132.2(2) . . ?
N1 C8 C9 120.0(2) . . ?
C14 C9 C10 119.1(2) . . ?
C14 C9 C8 120.8(2) . . ?
C10 C9 C8 120.0(2) . . ?
C11 C10 C9 119.8(3) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 120.3(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C9 C14 C13 120.1(3) . . ?
C9 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
O1 C15 N2 121.9(2) . . ?
O1 C15 C16 123.1(2) . . ?
N2 C15 C16 115.0(2) . . ?
C21 C16 C17 119.6(2) . . ?
C21 C16 C15 122.4(2) . . ?
C17 C16 C15 118.0(2) . . ?
C16 C17 C18 119.9(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.4(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C21 120.2(3) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C16 119.9(2) . . ?
C20 C21 H21 120.0 . . ?
C16 C21 H21 120.0 . . ?
N1 C22 C30 109.0(2) . . ?
N1 C22 C23 137.5(2) . . ?
C30 C22 C23 113.4(2) . . ?
C24 C23 C28 120.6(2) . . ?
C24 C23 C22 134.8(2) . . ?
C28 C23 C22 104.61(19) . . ?
C23 C24 C25 118.2(2) . . ?
C23 C24 H24 120.9 . . ?
C25 C24 H24 120.9 . . ?
C26 C25 C24 121.2(2) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C25 C26 C27 120.7(2) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C28 C27 C26 118.4(2) . . ?
C28 C27 H27 120.8 . . ?
C26 C27 H27 120.8 . . ?
C27 C28 C23 120.9(2) . . ?
C27 C28 C29 129.8(2) . . ?
C23 C28 C29 109.36(19) . . ?
O2 C29 C30 129.8(2) . . ?
O2 C29 C28 125.0(2) . . ?
C30 C29 C28 105.27(19) . . ?
C22 C30 C7 107.9(2) . . ?
C22 C30 C29 107.3(2) . . ?
C7 C30 C29 144.7(2) . . ?
C22 N1 N2 123.85(19) . . ?
C22 N1 C8 109.19(19) . . ?
N2 N1 C8 126.09(19) . . ?
C15 N2 N1 118.26(18) . . ?
C15 N2 H1 126.0 . . ?
N1 N2 H1 115.7 . . ?
H3A O3 H3B 104.8 . . ?
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 C6 1.378(3) . ?
C1 C2 1.380(3) . ?
C1 Br1 1.894(2) . ?
C2 C3 1.384(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(3) . ?
C4 C7 1.474(3) . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.389(3) . ?
C7 C30 1.436(3) . ?
C8 N1 1.401(3) . ?
C8 C9 1.476(3) . ?
C9 C14 1.387(3) . ?
C9 C10 1.393(4) . ?
C10 C11 1.386(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.372(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.369(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 O1 1.227(3) . ?
C15 N2 1.357(3) . ?
C15 C16 1.489(3) . ?
C16 C21 1.388(3) . ?
C16 C17 1.388(4) . ?
C17 C18 1.391(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.374(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.375(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 N1 1.349(3) . ?
C22 C30 1.371(3) . ?
C22 C23 1.468(3) . ?
C23 C24 1.376(3) . ?
C23 C28 1.413(3) . ?
C24 C25 1.396(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.398(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.371(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.517(3) . ?
C29 O2 1.225(3) . ?
C29 C30 1.466(3) . ?
N1 N2 1.389(2) . ?
N2 H1 0.8957 . ?
O3 H3A 0.9694 . ?
O3 H3B 0.9729 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168352516
