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#$Date: 2025-08-18 16:30:32 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301775 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/44/1504418.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_1504418
loop_
_publ_author_name
'Nagata, Yuuya'
'Otaka, Hiromichi'
'Chujo, Yoshiki'
_publ_section_title
;
 Synthesis of New Main-Chain-Type Organoboron Quinolate Polymer Linked on
 Quinolate Ligand
;
_journal_issue                   3
_journal_name_full               Macromolecules
_journal_page_first              737
_journal_paper_doi               10.1021/ma702346j
_journal_volume                  41
_journal_year                    2008
_chemical_formula_sum            'C14 H13 Br2 N O3'
_chemical_formula_weight         403.07
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.033(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.0959(6)
_cell_length_b                   24.662(3)
_cell_length_c                   8.9810(8)
_cell_measurement_temperature    93(2)
_cell_volume                     1552.2(3)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'Yadokari-XG (Wakita, 2000)'
_computing_molecular_graphics    'Yadokari-XG (Wakita, 2000)'
_computing_publication_material  'Yadokari-XG (Wakita, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0684
_diffrn_reflns_av_sigmaI/netI    0.0519
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            13491
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    5.228
_exptl_absorpt_correction_T_max  0.3030
_exptl_absorpt_correction_T_min  0.3030
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.134
_refine_diff_density_min         -1.547
_refine_diff_density_rms         0.181
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3540
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0423
_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)+(0.0353P)²+8.8558P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0884
_refine_ls_wR_factor_ref         0.1308
_reflns_number_gt                2709
_reflns_number_total             3540
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ma702346j-file013.cif
_cod_data_source_block           1
_cod_original_sg_symbol_Hall     -p_2yn
_cod_original_sg_symbol_H-M      p_21/n
_cod_database_code               1504418
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.6970(8) 0.4095(2) 0.7625(6) 0.0221(11) Uani 1 1 d .
C2 C 0.8015(8) 0.4355(2) 0.6701(7) 0.0238(12) Uani 1 1 d .
C3 C 0.7680(8) 0.4900(2) 0.6298(6) 0.0222(11) Uani 1 1 d .
H1 H 0.8467 0.5083 0.5696 0.027 Uiso 1 1 calc R
C4 C 0.6195(8) 0.5162(2) 0.6791(6) 0.0225(11) Uani 1 1 d .
C5 C 0.4968(8) 0.4901(2) 0.7676(6) 0.0228(11) Uani 1 1 d .
C6 C 0.3389(8) 0.5146(2) 0.8177(6) 0.0260(12) Uani 1 1 d .
H2 H 0.3057 0.5511 0.7921 0.031 Uiso 1 1 calc R
C7 C 0.2342(8) 0.4849(3) 0.9037(7) 0.0310(13) Uani 1 1 d .
H3 H 0.1264 0.5006 0.9378 0.037 Uiso 1 1 calc R
C8 C 0.2861(9) 0.4313(3) 0.9416(7) 0.0310(14) Uani 1 1 d .
H4 H 0.2104 0.4117 1.0015 0.037 Uiso 1 1 calc R
N1 N 0.4341(7) 0.40625(19) 0.8992(5) 0.0263(10) Uani 1 1 d .
C9 C 0.5358(8) 0.4352(2) 0.8080(6) 0.0222(11) Uani 1 1 d .
Br1 Br 1.00032(9) 0.39888(2) 0.59406(7) 0.02962(17) Uani 1 1 d .
Br2 Br 0.58155(9) 0.59071(2) 0.62879(7) 0.02729(17) Uani 1 1 d .
O1 O 0.7334(6) 0.35561(14) 0.8020(4) 0.0238(8) Uani 1 1 d .
C10 C 0.8089(8) 0.3479(2) 0.9513(6) 0.0226(11) Uani 1 1 d .
O2 O 0.8683(6) 0.38343(15) 1.0356(4) 0.0260(9) Uani 1 1 d .
O3 O 0.8041(6) 0.29514(15) 0.9735(4) 0.0272(9) Uani 1 1 d .
C11 C 0.8899(9) 0.2723(2) 1.1223(7) 0.0287(13) Uani 1 1 d .
C12 C 1.1008(10) 0.2856(3) 1.1533(8) 0.0415(17) Uani 1 1 d .
H5 H 1.1596 0.2762 1.0650 0.062 Uiso 1 1 calc R
H6 H 1.1619 0.2648 1.2407 0.062 Uiso 1 1 calc R
H7 H 1.1175 0.3245 1.1741 0.062 Uiso 1 1 calc R
C13 C 0.8587(12) 0.2122(3) 1.0953(9) 0.050(2) Uani 1 1 d .
H8 H 0.7217 0.2048 1.0697 0.075 Uiso 1 1 calc R
H9 H 0.9109 0.1922 1.1868 0.075 Uiso 1 1 calc R
H10 H 0.9234 0.2006 1.0119 0.075 Uiso 1 1 calc R
C14 C 0.7807(13) 0.2928(3) 1.2428(9) 0.056(2) Uani 1 1 d .
H11 H 0.8019 0.3319 1.2566 0.085 Uiso 1 1 calc R
H12 H 0.8253 0.2740 1.3379 0.085 Uiso 1 1 calc R
H13 H 0.6442 0.2859 1.2119 0.085 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'
Br Br -0.2901 2.4595 '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
C2 C1 O1 120.7(5)
C2 C1 C9 120.4(5)
O1 C1 C9 118.6(5)
C1 C2 C3 121.6(5)
C1 C2 Br1 120.3(4)
C3 C2 Br1 118.1(4)
C4 C3 C2 118.5(5)
C3 C4 C5 122.6(5)
C3 C4 Br2 117.8(4)
C5 C4 Br2 119.5(4)
C6 C5 C9 117.5(5)
C6 C5 C4 125.0(5)
C9 C5 C4 117.5(5)
C7 C6 C5 118.8(6)
C6 C7 C8 119.9(6)
N1 C8 C7 124.2(6)
C8 N1 C9 116.2(5)
N1 C9 C5 123.3(5)
N1 C9 C1 117.4(5)
C5 C9 C1 119.1(5)
C10 O1 C1 114.2(4)
O2 C10 O3 130.2(5)
O2 C10 O1 124.2(5)
O3 C10 O1 105.6(4)
C10 O3 C11 119.5(4)
O3 C11 C13 101.4(5)
O3 C11 C14 109.4(5)
C13 C11 C14 111.3(6)
O3 C11 C12 109.6(5)
C13 C11 C12 110.9(6)
C14 C11 C12 113.4(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.358(8)
C1 O1 1.389(6)
C1 C9 1.423(8)
C2 C3 1.402(7)
C2 Br1 1.891(5)
C3 C4 1.367(8)
C4 C5 1.421(8)
C4 Br2 1.902(5)
C5 C6 1.407(8)
C5 C9 1.418(7)
C6 C7 1.366(8)
C7 C8 1.400(9)
C8 N1 1.325(8)
N1 C9 1.374(7)
O1 C10 1.376(7)
C10 O2 1.190(7)
C10 O3 1.318(6)
O3 C11 1.489(7)
C11 C13 1.512(8)
C11 C14 1.515(10)
C11 C12 1.515(9)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 101849388
