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#$Date: 2022-07-04 12:18:36 +0300 (Mon, 04 Jul 2022) $
#$Revision: 276531 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/56/8105631.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_8105631
loop_
_publ_author_name
'Zuo, Zhenyu'
'Hu, Kunxia'
'Song, Xiao'
'Zhang, Hong'
'Tang, Zhishu'
_publ_section_title
;
 The crystal structure of
 1,5-di(naphthalen-2-yl)-3-(pyridin-2-yl)pentane-1,5-dione, C30H23NO2
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              325
_journal_page_last               326
_journal_paper_doi               10.1515/ncrs-2018-0378
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C30 H23 N O2'
_chemical_formula_sum            'C30 H23 N O2'
_chemical_formula_weight         429.49
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.7674(16)
_cell_length_b                   19.542(3)
_cell_length_c                   20.970(3)
_cell_measurement_reflns_used    9915
_cell_measurement_temperature    153
_cell_measurement_theta_max      68.195
_cell_measurement_theta_min      3.091
_cell_volume                     4412.4(11)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      153.03
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0139
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            74683
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.203
_diffrn_reflns_theta_min         4.216
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.633
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) 
was 0.1181 before and 0.0563 after correction. The Ratio of minimum to 
maximum transmission is 0.9199. The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_description       block
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4022
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0350
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0515P)²+1.2068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0963
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3738
_reflns_number_total             4022
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0378_suppl.cif
_cod_data_source_block           s
_cod_original_cell_volume        4412.5(11)
_cod_database_code               8105631
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.833
_shelx_estimated_absorpt_t_min   0.742
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C17(H17), C27(H27), C24(H24), C8(H8), C13(H13), C22(H22), C5(H5),
 C28(H28), C6(H6), C21(H21), C9(H9), C29(H29), C11(H11), C20(H20), C19(H19),
 C10(H10), C30(H30)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.55434(8) 0.56334(5) 0.91555(4) 0.0395(2) Uani 1 1 d . . . . .
O1 O 0.55551(9) 0.69014(5) 0.74005(4) 0.0444(2) Uani 1 1 d . . . . .
N1 N 0.84556(11) 0.50708(5) 0.82866(5) 0.0397(3) Uani 1 1 d . . . . .
C26 C 0.80269(10) 0.56841(6) 0.84664(5) 0.0261(2) Uani 1 1 d . . . . .
C16 C 0.42883(10) 0.47645(6) 0.87155(5) 0.0263(2) Uani 1 1 d . . . . .
C12 C 0.73518(10) 0.66523(6) 0.53332(5) 0.0294(2) Uani 1 1 d . . . . .
C4 C 0.65393(10) 0.68280(6) 0.64039(5) 0.0286(2) Uani 1 1 d . . . . .
C25 C 0.38369(10) 0.45588(6) 0.93245(5) 0.0286(2) Uani 1 1 d . . . . .
H25 H 0.4177 0.4758 0.9699 0.034 Uiso 1 1 calc R . . . .
C17 C 0.37896(11) 0.44688(6) 0.81783(5) 0.0289(2) Uani 1 1 d . . . . .
H17 H 0.4099 0.4597 0.7771 0.035 Uiso 1 1 calc R . . . .
C15 C 0.52657(10) 0.53059(6) 0.86801(5) 0.0278(2) Uani 1 1 d . . . . .
C1 C 0.69427(10) 0.59706(6) 0.80890(5) 0.0269(2) Uani 1 1 d . . . . .
H1 H 0.6627 0.6385 0.8317 0.032 Uiso 1 1 calc R . . . .
C23 C 0.23790(10) 0.37780(6) 0.88283(5) 0.0281(2) Uani 1 1 d . . . . .
C14 C 0.58785(10) 0.54514(6) 0.80445(5) 0.0285(2) Uani 1 1 d . . . . .
H14A H 0.5244 0.5628 0.7745 0.034 Uiso 1 1 calc R . . . .
H14B H 0.6205 0.5018 0.7868 0.034 Uiso 1 1 calc R . . . .
C18 C 0.28251(11) 0.39779(6) 0.82188(5) 0.0292(2) Uani 1 1 d . . . . .
C7 C 0.65631(10) 0.71811(6) 0.51046(6) 0.0298(2) Uani 1 1 d . . . . .
C3 C 0.64149(10) 0.66567(6) 0.70959(5) 0.0299(3) Uani 1 1 d . . . . .
C27 C 0.85456(10) 0.60413(6) 0.89716(6) 0.0308(3) Uani 1 1 d . . . . .
H27 H 0.8228 0.6477 0.9088 0.037 Uiso 1 1 calc R . . . .
C24 C 0.29232(11) 0.40802(6) 0.93761(5) 0.0303(3) Uani 1 1 d . . . . .
H24 H 0.2645 0.3946 0.9787 0.036 Uiso 1 1 calc R . . . .
C8 C 0.65880(11) 0.73441(6) 0.44434(6) 0.0352(3) Uani 1 1 d . . . . .
H8 H 0.6088 0.7707 0.4286 0.042 Uiso 1 1 calc R . . . .
C2 C 0.73538(10) 0.61899(6) 0.74177(5) 0.0288(2) Uani 1 1 d . . . . .
H2A H 0.8161 0.6430 0.7448 0.035 Uiso 1 1 calc R . . . .
H2B H 0.7476 0.5777 0.7152 0.035 Uiso 1 1 calc R . . . .
C13 C 0.73273(10) 0.64928(6) 0.59948(5) 0.0297(2) Uani 1 1 d . . . . .
H13 H 0.7865 0.6149 0.6156 0.036 Uiso 1 1 calc R . . . .
C22 C 0.14256(11) 0.32788(6) 0.88649(6) 0.0337(3) Uani 1 1 d . . . . .
H22 H 0.1120 0.3141 0.9270 0.040 Uiso 1 1 calc R . . . .
C5 C 0.57472(11) 0.73497(6) 0.61613(6) 0.0326(3) Uani 1 1 d . . . . .
H5 H 0.5196 0.7580 0.6442 0.039 Uiso 1 1 calc R . . . .
C28 C 0.95278(11) 0.57594(7) 0.93037(6) 0.0345(3) Uani 1 1 d . . . . .
H28 H 0.9888 0.5997 0.9653 0.041 Uiso 1 1 calc R . . . .
C6 C 0.57668(11) 0.75230(6) 0.55330(6) 0.0335(3) Uani 1 1 d . . . . .
H6 H 0.5240 0.7877 0.5382 0.040 Uiso 1 1 calc R . . . .
C21 C 0.09420(12) 0.29944(6) 0.83238(6) 0.0377(3) Uani 1 1 d . . . . .
H21 H 0.0308 0.2658 0.8355 0.045 Uiso 1 1 calc R . . . .
C9 C 0.73210(12) 0.69854(7) 0.40333(6) 0.0389(3) Uani 1 1 d . . . . .
H9 H 0.7321 0.7097 0.3592 0.047 Uiso 1 1 calc R . . . .
C29 C 0.99782(12) 0.51296(7) 0.91219(6) 0.0375(3) Uani 1 1 d . . . . .
H29 H 1.0654 0.4923 0.9340 0.045 Uiso 1 1 calc R . . . .
C11 C 0.81080(11) 0.62897(6) 0.48955(6) 0.0351(3) Uani 1 1 d . . . . .
H11 H 0.8636 0.5934 0.5044 0.042 Uiso 1 1 calc R . . . .
C20 C 0.13778(13) 0.31976(7) 0.77196(6) 0.0419(3) Uani 1 1 d . . . . .
H20 H 0.1032 0.2999 0.7346 0.050 Uiso 1 1 calc R . . . .
C19 C 0.22948(13) 0.36785(7) 0.76672(6) 0.0389(3) Uani 1 1 d . . . . .
H19 H 0.2579 0.3813 0.7257 0.047 Uiso 1 1 calc R . . . .
C10 C 0.80813(12) 0.64494(7) 0.42588(6) 0.0387(3) Uani 1 1 d . . . . .
H10 H 0.8578 0.6197 0.3967 0.046 Uiso 1 1 calc R . . . .
C30 C 0.94162(14) 0.48089(7) 0.86126(6) 0.0454(3) Uani 1 1 d . . . . .
H30 H 0.9729 0.4375 0.8484 0.055 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'
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
C26 N1 C30 117.65(11) . .
N1 C26 C1 116.66(10) . .
N1 C26 C27 121.82(10) . .
C27 C26 C1 121.52(10) . .
C25 C16 C15 119.00(10) . .
C17 C16 C25 118.86(10) . .
C17 C16 C15 122.12(10) . .
C7 C12 C13 118.53(10) . .
C11 C12 C7 119.25(11) . .
C11 C12 C13 122.20(11) . .
C13 C4 C3 123.71(10) . .
C13 C4 C5 119.26(11) . .
C5 C4 C3 116.98(10) . .
C24 C25 C16 120.76(10) . .
C16 C17 C18 121.45(10) . .
O2 C15 C16 120.17(10) . .
O2 C15 C14 120.89(10) . .
C16 C15 C14 118.92(9) . .
C26 C1 C14 111.26(9) . .
C26 C1 C2 111.05(9) . .
C14 C1 C2 110.12(9) . .
C24 C23 C18 118.33(10) . .
C22 C23 C18 118.87(11) . .
C22 C23 C24 122.79(10) . .
C15 C14 C1 113.34(9) . .
C17 C18 C23 119.22(10) . .
C17 C18 C19 121.77(10) . .
C19 C18 C23 119.01(11) . .
C12 C7 C8 118.71(11) . .
C6 C7 C12 119.54(11) . .
C6 C7 C8 121.75(11) . .
O1 C3 C4 119.17(10) . .
O1 C3 C2 120.45(10) . .
C4 C3 C2 120.38(10) . .
C28 C27 C26 119.54(11) . .
C25 C24 C23 121.34(10) . .
C9 C8 C7 120.74(12) . .
C3 C2 C1 112.49(9) . .
C4 C13 C12 121.09(10) . .
C21 C22 C23 120.70(11) . .
C6 C5 C4 121.01(11) . .
C29 C28 C27 119.13(11) . .
C5 C6 C7 120.56(11) . .
C22 C21 C20 120.36(11) . .
C8 C9 C10 120.45(12) . .
C28 C29 C30 117.81(11) . .
C10 C11 C12 120.32(12) . .
C19 C20 C21 120.44(12) . .
C20 C19 C18 120.62(12) . .
C11 C10 C9 120.48(12) . .
N1 C30 C29 124.05(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C15 1.2218(14) .
O1 C3 1.2221(14) .
N1 C26 1.3386(15) .
N1 C30 1.3413(17) .
C26 C1 1.5174(15) .
C26 C27 1.3862(16) .
C16 C25 1.4243(15) .
C16 C17 1.3753(16) .
C16 C15 1.4942(16) .
C12 C7 1.4209(16) .
C12 C13 1.4221(16) .
C12 C11 1.4169(17) .
C4 C3 1.4954(16) .
C4 C13 1.3731(16) .
C4 C5 1.4232(16) .
C25 C24 1.3618(17) .
C17 C18 1.4163(16) .
C15 C14 1.5142(15) .
C1 C14 1.5334(15) .
C1 C2 1.5367(15) .
C23 C18 1.4202(16) .
C23 C24 1.4184(16) .
C23 C22 1.4182(16) .
C18 C19 1.4164(16) .
C7 C8 1.4228(17) .
C7 C6 1.4103(17) .
C3 C2 1.5197(15) .
C27 C28 1.3810(17) .
C8 C9 1.3616(19) .
C22 C21 1.3666(18) .
C5 C6 1.3605(17) .
C28 C29 1.3767(18) .
C21 C20 1.4083(19) .
C9 C10 1.4110(19) .
C29 C30 1.3783(19) .
C11 C10 1.3716(18) .
C20 C19 1.3675(18) .
