#------------------------------------------------------------------------------
#$Date: 2023-12-05 21:29:17 +0200 (Tue, 05 Dec 2023) $
#$Revision: 288047 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/97/7159706.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_7159706
loop_
_publ_author_name
'Singh, Hanuman'
'Chenna, Akshay'
'Gangwar, Upanshu'
'Dutta, Souvik'
'Kurur, Narayanan D.'
'Goel, Gaurav'
'Haridas, V.'
_publ_section_title
;
 Bispidine as a promising scaffold for designing molecular machines.
;
_journal_issue                   45
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              9054
_journal_page_last               9060
_journal_paper_doi               10.1039/d3ob01406a
_journal_volume                  21
_journal_year                    2023
_chemical_absolute_configuration unk
_chemical_formula_moiety         '0.063(C17 H30 N2 O2)'
_chemical_formula_sum            'C1.063 H1.875 N0.125 O0.125'
_chemical_formula_weight         18.403
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_symmetry_Int_Tables_number      43
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-07-27
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2023-04-26 deposited with the CCDC.	2023-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            128
_cell_length_a                   17.3542(7)
_cell_length_b                   22.6322(8)
_cell_length_c                   8.8875(4)
_cell_measurement_reflns_used    6791
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      24.294
_cell_measurement_theta_min      2.958
_cell_volume                     3490.7(2)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      299.0
_diffrn_measured_fraction_theta_full 0.9988
_diffrn_measured_fraction_theta_max 0.9988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.9988
_diffrn_reflns_Laue_measured_fraction_max 0.9988
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            18866
_diffrn_reflns_point_group_measured_fraction_full 0.9974
_diffrn_reflns_point_group_measured_fraction_max 0.9974
_diffrn_reflns_theta_full        25.0569
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         2.73
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_description       needle
_exptl_crystal_F_000             1296.539
_refine_diff_density_max         0.0868
_refine_diff_density_min         -0.0930
_refine_diff_density_rms         0.0236
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0(2)
_refine_ls_d_res_high            0.8391
_refine_ls_d_res_low             7.4675
_refine_ls_goodness_of_fit_ref   1.0518
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    23
_refine_ls_number_parameters     99
_refine_ls_number_reflns         1548
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.0518
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0340
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0439P)²+1.3191P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0905
_reflns_Friedel_coverage         0.996
_reflns_limit_h_max              20
_reflns_limit_h_min              -20
_reflns_limit_k_max              26
_reflns_limit_k_min              -26
_reflns_limit_l_max              10
_reflns_limit_l_min              -10
_reflns_number_gt                1359
_reflns_number_total             1548
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3ob01406a2.cif
_cod_data_source_block           D2
_cod_database_code               7159706
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H1a(0.5) H1b(0.5)
3.a Ternary CH refined with riding coordinates:
 C2(H2)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C3(H3a,H3b), C7(H7a,H7b)
3.c Idealised Me refined as rotating group:
 C6(H6a,H6b,H6c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z
3 -x+1/4,y+1/4,z+1/4
4 x+1/4,-y+1/4,z+1/4
5 x,y+1/2,z+1/2
6 -x,-y+1/2,z+1/2
7 -x+1/4,y+3/4,z+3/4
8 x+1/4,-y+3/4,z+3/4
9 x+1/2,y,z+1/2
10 -x+1/2,-y,z+1/2
11 -x+3/4,y+1/4,z+3/4
12 x+3/4,-y+1/4,z+3/4
13 x+1/2,y+1/2,z
14 -x+1/2,-y+1/2,z
15 -x+3/4,y+3/4,z+1/4
16 x+3/4,-y+3/4,z+1/4
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C -0.25 -0.25 0.8309(3) 0.1051(11) Uani 1.000000 2 S T P
H1a H -0.294936620329 -0.255006765831 0.8945(3) 0.1261(14) Uiso 0.500000 1 R . .
H1b H -0.205063379671 -0.244993234169 0.8945(3) 0.1261(14) Uiso 0.500000 1 R . .
O2 O -0.11525(9) -0.18052(5) 0.3774(2) 0.0981(5) Uani 1.000000 1 . . .
N2 N -0.16628(7) -0.24010(5) 0.54945(15) 0.0579(4) Uani 1.000000 1 . . .
C2 C -0.23993(12) -0.30316(9) 0.7283(2) 0.0807(6) Uani 1.000000 1 . . .
H2 H -0.23288(12) -0.33806(9) 0.7921(2) 0.0969(7) Uiso 1.000000 1 R . .
C3 C -0.18777(11) -0.18760(7) 0.6362(3) 0.0758(6) Uani 1.000000 1 . . .
H3a H -0.14569(11) -0.17722(7) 0.7030(3) 0.0909(7) Uiso 1.000000 1 R . .
H3b H -0.19575(11) -0.15480(7) 0.5677(3) 0.0909(7) Uiso 1.000000 1 R . .
C4 C -0.12905(9) -0.23118(7) 0.41776(19) 0.0579(4) Uani 1.000000 1 . . .
C5 C -0.10571(9) -0.28219(7) 0.31248(19) 0.0577(4) Uani 1.000000 1 . . .
C6 C -0.17441(12) -0.32125(10) 0.2715(3) 0.0861(7) Uani 1.000000 1 . . .
H6a H -0.1589(3) -0.3498(5) 0.1975(14) 0.1292(10) Uiso 1.000000 1 GR . .
H6b H -0.1924(6) -0.3414(5) 0.3599(5) 0.1292(10) Uiso 1.000000 1 GR . .
H6c H -0.2151(4) -0.29718(13) 0.2314(17) 0.1292(10) Uiso 1.000000 1 GR . .
C7 C -0.16751(10) -0.29558(8) 0.6346(2) 0.0692(5) Uani 1.000000 1 . . .
H7a H -0.16338(10) -0.32841(8) 0.5649(2) 0.0830(6) Uiso 1.000000 1 R . .
H7b H -0.12300(10) -0.29681(8) 0.7006(2) 0.0830(6) Uiso 1.000000 1 R . .
C8 C -0.07579(16) -0.25472(11) 0.1666(2) 0.0984(8) Uani 1.000000 1 . . .
H8a H -0.0611(9) -0.28551(11) 0.0980(8) 0.1475(11) Uiso 1.000000 1 GR . .
H8b H -0.1156(3) -0.2311(6) 0.1219(10) 0.1475(11) Uiso 1.000000 1 GR . .
H8c H -0.0319(6) -0.2303(6) 0.1882(4) 0.1475(11) Uiso 1.000000 1 GR . .
C9 C -0.04055(10) -0.31979(9) 0.3777(2) 0.0794(6) Uani 1.000000 1 . . .
H9a H -0.0244(6) -0.3484(5) 0.3044(7) 0.1191(9) Uiso 1.000000 1 GR . .
H9b H 0.0022(4) -0.29480(13) 0.4034(17) 0.1191(9) Uiso 1.000000 1 GR . .
H9c H -0.0585(3) -0.3398(6) 0.4663(11) 0.1191(9) Uiso 1.000000 1 GR . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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 C1 C2 106.3(2) 14_445 . ?
C4 N2 C3 117.13(14) . . ?
C7 N2 C3 114.79(15) . . ?
C7 N2 C4 125.57(14) . . ?
C3 C2 C1 109.80(15) 14_445 . ?
C7 C2 C1 109.57(16) . . ?
C7 C2 C3 113.96(16) . 14_445 ?
C2 C3 N2 112.57(14) 14_445 . ?
N2 C4 O2 119.14(17) . . ?
C5 C4 O2 118.16(17) . . ?
C5 C4 N2 122.65(13) . . ?
C6 C5 C4 111.91(14) . . ?
C8 C5 C4 107.45(15) . . ?
C8 C5 C6 107.35(17) . . ?
C9 C5 C4 112.40(14) . . ?
C9 C5 C6 110.19(16) . . ?
C9 C5 C8 107.26(16) . . ?
C2 C7 N2 113.08(14) . . ?
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 C2 1.520(3) . ?
C1 C2 1.520(3) 14_445 ?
O2 C4 1.2249(19) . ?
N2 C3 1.465(2) . ?
N2 C4 1.352(2) . ?
N2 C7 1.466(2) . ?
C2 C3 1.513(3) 14_445 ?
C2 C7 1.517(3) . ?
C4 C5 1.540(2) . ?
C5 C6 1.528(2) . ?
C5 C8 1.529(3) . ?
C5 C9 1.529(2) . ?
