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#$Date: 2016-03-26 18:04:18 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180410 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/79/7207950.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_7207950
loop_
_publ_author_name
'Cardellicchio, Cosimo'
'Capozzi, Maria Annunziata M.'
'Alvarez-Larena, Angel'
'Piniella, Joan F.'
'Capitelli, Francesco'
_publ_section_title
;
 Investigation on the weak interactions assembling the crystal structures
 of Betti bases
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              3972
_journal_paper_doi               10.1039/c2ce06295j
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C29 H24 Br N O'
_chemical_formula_sum            'C29 H24 Br N O'
_chemical_formula_weight         482.40
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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            4
_cell_length_a                   10.7830(5)
_cell_length_b                   13.4940(19)
_cell_length_c                   15.938(2)
_cell_measurement_reflns_used    144
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.49
_cell_measurement_theta_min      4.32
_cell_volume                     2319.1(5)
_computing_cell_refinement       'EVALCCD (Duisenberg et al., 2003)'
_computing_data_collection       'Collect (Nonius, 1998)'
_computing_data_reduction        'EVALCCD (Duisenberg et al., 2003)'
_computing_molecular_graphics    'DIAMOND 2.1e (1998-2001 Crystal Impact GbR)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al. 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_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  0.0708
_diffrn_reflns_av_sigmaI/netI    0.0862
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21983
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         5.01
_exptl_absorpt_coefficient_mu    1.794
_exptl_absorpt_correction_T_max  0.4674
_exptl_absorpt_correction_T_min  0.4387
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.50
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.046(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5188
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.1258
_refine_ls_R_factor_gt           0.0517
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0529P)²+0.0290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1264
_reflns_number_gt                3003
_reflns_number_total             5188
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06295j.txt
_cod_data_source_block           ff3
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7207950
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'
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
Br1 Br -0.17297(6) 0.19379(5) -0.14648(5) 0.0930(3) Uani 1 1 d .
O1 O 0.4357(3) 0.0828(2) 0.0757(2) 0.0621(9) Uani 1 1 d .
H4 H 0.3682 0.0947 0.0972 0.093 Uiso 1 1 calc R
N1 N 0.2317(3) 0.0247(2) 0.1489(2) 0.0429(8) Uani 1 1 d .
H1N H 0.162(4) 0.056(3) 0.164(3) 0.051 Uiso 1 1 d .
C1 C 0.2883(3) -0.0293(3) 0.2190(2) 0.0411(9) Uani 1 1 d .
H1 H 0.3652 -0.0592 0.1981 0.049 Uiso 1 1 calc R
C2 C 0.2047(3) -0.0339(3) 0.0724(2) 0.0384(9) Uani 1 1 d .
H2 H 0.1654 -0.0961 0.0897 0.046 Uiso 1 1 calc R
C3 C 0.3229(3) -0.0595(3) 0.0242(2) 0.0385(8) Uani 1 1 d .
C4 C 0.4276(4) -0.0009(3) 0.0297(3) 0.0468(10) Uani 1 1 d .
C5 C 0.5366(4) -0.0259(4) -0.0141(3) 0.0620(13) Uani 1 1 d .
H5 H 0.6074 0.0125 -0.0068 0.074 Uiso 1 1 calc R
C6 C 0.5403(4) -0.1043(4) -0.0662(3) 0.0633(14) Uani 1 1 d .
H6 H 0.6125 -0.1182 -0.0958 0.076 Uiso 1 1 calc R
C7 C 0.4355(4) -0.1656(4) -0.0762(3) 0.0559(12) Uani 1 1 d .
C8 C 0.4345(5) -0.2458(4) -0.1330(3) 0.0670(13) Uani 1 1 d .
H8 H 0.5062 -0.2602 -0.1630 0.080 Uiso 1 1 calc R
C9 C 0.3340(6) -0.3018(4) -0.1450(3) 0.0735(14) Uani 1 1 d .
H9 H 0.3351 -0.3522 -0.1848 0.088 Uiso 1 1 calc R
C10 C 0.2259(5) -0.2841(4) -0.0969(3) 0.0671(14) Uani 1 1 d .
H10 H 0.1571 -0.3250 -0.1032 0.081 Uiso 1 1 calc R
C11 C 0.2225(4) -0.2069(3) -0.0412(2) 0.0510(10) Uani 1 1 d .
H11 H 0.1506 -0.1957 -0.0105 0.061 Uiso 1 1 calc R
C12 C 0.3256(4) -0.1441(3) -0.0294(2) 0.0421(9) Uani 1 1 d .
C13 C 0.1130(3) 0.0231(3) 0.0191(2) 0.0377(9) Uani 1 1 d .
C14 C 0.1441(3) 0.1125(3) -0.0182(2) 0.0455(10) Uani 1 1 d .
H14 H 0.2236 0.1376 -0.0108 0.055 Uiso 1 1 calc R
C15 C 0.0591(4) 0.1658(3) -0.0665(3) 0.0506(11) Uani 1 1 d .
H15 H 0.0811 0.2259 -0.0910 0.061 Uiso 1 1 calc R
C16 C -0.0582(4) 0.1269(4) -0.0768(3) 0.0547(11) Uani 1 1 d .
C17 C -0.0920(4) 0.0393(4) -0.0396(3) 0.0598(12) Uani 1 1 d .
H17 H -0.1718 0.0147 -0.0467 0.072 Uiso 1 1 calc R
C18 C -0.0075(4) -0.0121(3) 0.0083(3) 0.0490(11) Uani 1 1 d .
H18 H -0.0311 -0.0712 0.0337 0.059 Uiso 1 1 calc R
C19 C 0.3243(5) 0.0472(4) 0.2851(3) 0.0630(12) Uani 1 1 d .
H19A H 0.3737 0.0981 0.2595 0.094 Uiso 1 1 calc R
H19B H 0.3712 0.0156 0.3287 0.094 Uiso 1 1 calc R
H19C H 0.2507 0.0761 0.3085 0.094 Uiso 1 1 calc R
C20 C 0.2105(3) -0.1124(3) 0.2564(2) 0.0419(10) Uani 1 1 d .
C21 C 0.1088(4) -0.0902(4) 0.3038(3) 0.0592(12) Uani 1 1 d .
H21 H 0.0831 -0.0246 0.3079 0.071 Uiso 1 1 calc R
C22 C 0.0415(5) -0.1641(5) 0.3465(3) 0.0774(17) Uani 1 1 d .
H22 H -0.0296 -0.1471 0.3761 0.093 Uiso 1 1 calc R
C23 C 0.0795(5) -0.2596(4) 0.3449(3) 0.0764(15) Uani 1 1 d .
H23 H 0.0382 -0.3067 0.3771 0.092 Uiso 1 1 calc R
C24 C 0.1808(5) -0.2884(4) 0.2950(3) 0.0640(13) Uani 1 1 d .
C25 C 0.2192(7) -0.3882(5) 0.2901(5) 0.094(2) Uani 1 1 d .
H25 H 0.1793 -0.4361 0.3222 0.112 Uiso 1 1 calc R
C26 C 0.3137(8) -0.4144(5) 0.2390(5) 0.109(2) Uani 1 1 d .
H26 H 0.3381 -0.4804 0.2361 0.131 Uiso 1 1 calc R
C27 C 0.3744(6) -0.3443(5) 0.1912(5) 0.095(2) Uani 1 1 d .
H27 H 0.4375 -0.3639 0.1549 0.114 Uiso 1 1 calc R
C28 C 0.3430(5) -0.2470(4) 0.1965(3) 0.0609(12) Uani 1 1 d .
H28 H 0.3864 -0.2008 0.1646 0.073 Uiso 1 1 calc R
C29 C 0.2460(4) -0.2141(3) 0.2493(2) 0.0458(10) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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
C4 O1 H4 109.5
C1 N1 C2 116.3(3)
C1 N1 H1N 113(3)
C2 N1 H1N 108(3)
N1 C1 C20 115.8(3)
N1 C1 C19 107.2(3)
C20 C1 C19 111.7(3)
N1 C1 H1 107.3
C20 C1 H1 107.3
C19 C1 H1 107.3
N1 C2 C13 108.6(3)
N1 C2 C3 111.7(3)
C13 C2 C3 112.2(3)
N1 C2 H2 108.0
C13 C2 H2 108.0
C3 C2 H2 108.0
C4 C3 C12 118.7(4)
C4 C3 C2 121.4(3)
C12 C3 C2 119.9(3)
O1 C4 C3 124.5(4)
O1 C4 C5 114.6(4)
C3 C4 C5 120.9(4)
C6 C5 C4 121.3(5)
C6 C5 H5 119.4
C4 C5 H5 119.4
C5 C6 C7 120.5(4)
C5 C6 H6 119.7
C7 C6 H6 119.7
C6 C7 C8 122.0(4)
C6 C7 C12 119.1(4)
C8 C7 C12 118.9(5)
C9 C8 C7 122.2(5)
C9 C8 H8 118.9
C7 C8 H8 118.9
C8 C9 C10 119.7(5)
C8 C9 H9 120.2
C10 C9 H9 120.2
C11 C10 C9 120.1(5)
C11 C10 H10 119.9
C9 C10 H10 119.9
C10 C11 C12 121.5(4)
C10 C11 H11 119.3
C12 C11 H11 119.3
C11 C12 C3 123.0(4)
C11 C12 C7 117.5(4)
C3 C12 C7 119.4(4)
C14 C13 C18 118.0(4)
C14 C13 C2 121.6(3)
C18 C13 C2 120.4(4)
C13 C14 C15 121.8(4)
C13 C14 H14 119.1
C15 C14 H14 119.1
C16 C15 C14 118.1(4)
C16 C15 H15 121.0
C14 C15 H15 121.0
C17 C16 C15 121.4(4)
C17 C16 Br1 119.4(3)
C15 C16 Br1 119.2(4)
C16 C17 C18 119.9(4)
C16 C17 H17 120.1
C18 C17 H17 120.1
C17 C18 C13 120.9(4)
C17 C18 H18 119.5
C13 C18 H18 119.5
C1 C19 H19A 109.5
C1 C19 H19B 109.5
H19A C19 H19B 109.5
C1 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C21 C20 C29 118.0(4)
C21 C20 C1 119.9(4)
C29 C20 C1 121.9(3)
C20 C21 C22 121.7(5)
C20 C21 H21 119.1
C22 C21 H21 119.1
C23 C22 C21 120.7(5)
C23 C22 H22 119.7
C21 C22 H22 119.7
C22 C23 C24 120.6(5)
C22 C23 H23 119.7
C24 C23 H23 119.7
C23 C24 C25 121.5(5)
C23 C24 C29 118.6(5)
C25 C24 C29 119.9(5)
C26 C25 C24 120.3(6)
C26 C25 H25 119.9
C24 C25 H25 119.9
C25 C26 C27 120.8(7)
C25 C26 H26 119.6
C27 C26 H26 119.6
C28 C27 C26 120.6(7)
C28 C27 H27 119.7
C26 C27 H27 119.7
C27 C28 C29 121.7(6)
C27 C28 H28 119.2
C29 C28 H28 119.2
C28 C29 C24 116.7(4)
C28 C29 C20 123.1(4)
C24 C29 C20 120.2(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C16 1.892(4)
O1 C4 1.349(5)
O1 H4 0.8200
N1 C1 1.467(5)
N1 C2 1.482(5)
N1 H1N 0.89(4)
C1 C20 1.521(6)
C1 C19 1.525(6)
C1 H1 0.9800
C2 C13 1.514(5)
C2 C3 1.527(5)
C2 H2 0.9800
C3 C4 1.381(5)
C3 C12 1.427(5)
C4 C5 1.408(6)
C5 C6 1.346(7)
C5 H5 0.9300
C6 C7 1.409(7)
C6 H6 0.9300
C7 C8 1.410(7)
C7 C12 1.431(6)
C8 C9 1.334(7)
C8 H8 0.9300
C9 C10 1.415(7)
C9 H9 0.9300
C10 C11 1.369(6)
C10 H10 0.9300
C11 C12 1.410(6)
C11 H11 0.9300
C13 C14 1.386(5)
C13 C18 1.393(5)
C14 C15 1.396(6)
C14 H14 0.9300
C15 C16 1.380(6)
C15 H15 0.9300
C16 C17 1.372(7)
C17 C18 1.376(6)
C17 H17 0.9300
C18 H18 0.9300
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 C21 1.365(5)
C20 C29 1.430(6)
C21 C22 1.409(7)
C21 H21 0.9300
C22 C23 1.352(8)
C22 H22 0.9300
C23 C24 1.406(8)
C23 H23 0.9300
C24 C25 1.411(8)
C24 C29 1.425(6)
C25 C26 1.352(10)
C25 H25 0.9300
C26 C27 1.380(10)
C26 H26 0.9300
C27 C28 1.359(8)
C27 H27 0.9300
C28 C29 1.414(6)
C28 H28 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H4 N1 0.82 1.93 2.611(4) 139.3 .
O1 H4 Br1 0.82 2.99 3.425(4) 115.3 3
