#------------------------------------------------------------------------------
#$Date: 2020-12-06 16:25:40 +0200 (Sun, 06 Dec 2020) $
#$Revision: 259604 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/14/7241409.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_7241409
loop_
_publ_author_name
'Zhou, Hui'
'Chen, Wei'
'Liu, Ji-Hong'
'Zhang, Wen-Zhen'
'Lu, Xiao-Bing'
_publ_section_title
;
 Highly effective capture and subsequent catalytic transformation of
 low-concentration CO2 by superbasic guanidines
;
_journal_issue                   22
_journal_name_full               'Green Chemistry'
_journal_page_first              7832
_journal_page_last               7838
_journal_paper_doi               10.1039/D0GC03009K
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety         'C16 H20 N2 O2'
_chemical_formula_sum            'C16 H20 N2 O2'
_chemical_formula_weight         272.34
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-06-28
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_audit_update_record
;
2020-10-15 deposited with the CCDC.	2020-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.863(4)
_cell_length_b                   7.173(2)
_cell_length_c                   16.464(5)
_cell_measurement_reflns_used    2091
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      22
_cell_measurement_theta_min      2
_cell_volume                     1519.1(8)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10022
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.009
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6120
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1758 before and 0.0609 after correction. The Ratio of minimum to maximum transmission is 0.8208. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.128
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       0.022(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         1877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0653P)²+0.0692P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1486
_reflns_Friedel_coverage         0.000
_reflns_number_gt                983
_reflns_number_total             1877
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0gc03009k2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7241409--7241413.cif.'
_cod_database_code               7241409
_shelx_shelxl_version_number     2014/7
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: C3(0.5) H3(0.5) C4(0.5) H4A(0.5) H4B(0.5) H4C(0.5) C15(0.5)
 H15A(0.5) H15B(0.5) H15C(0.5)
3.a Ternary CH refined with riding coordinates:
 C3(H3), C13(H13)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12)
3.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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_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
O1 O 0.10070(12) 0.7500 0.11966(9) 0.0647(5) Uani 1 2 d S T P A .
O2 O 0.14748(14) 0.7500 0.25109(10) 0.0937(8) Uani 1 2 d S T P . .
N1 N 0.26881(14) 0.7500 0.14734(11) 0.0599(6) Uani 1 2 d S T P . .
N2 N 0.34682(17) 0.7500 0.02124(12) 0.0865(8) Uani 1 2 d S T P . .
C1 C 0.1728(2) 0.7500 0.18151(17) 0.0685(8) Uani 1 2 d S T P . .
C2 C 0.26402(18) 0.7500 0.06209(13) 0.0571(6) Uani 1 2 d S T P A .
C3 C 0.3476(3) 0.6921(7) -0.0675(2) 0.075(2) Uani 0.5 1 d . . . A -1
H3 H 0.2810 0.6352 -0.0823 0.090 Uiso 0.5 1 calc R . . A -1
C4 C 0.4360(4) 0.5618(9) -0.0875(4) 0.109(2) Uani 0.5 1 d . . . A -1
H4A H 0.5005 0.6170 -0.0707 0.164 Uiso 0.5 1 calc GR . . A -1
H4B H 0.4376 0.5397 -0.1450 0.164 Uiso 0.5 1 calc GR . . A -1
H4C H 0.4261 0.4457 -0.0595 0.164 Uiso 0.5 1 calc GR . . A -1
C5 C 0.15091(17) 0.7500 0.04481(13) 0.0536(6) Uani 1 2 d S T P . .
C6 C 0.09710(18) 0.7500 -0.02351(15) 0.0581(7) Uani 1 2 d S T P A .
H6 H 0.1374 0.7500 -0.0704 0.070 Uiso 1 2 calc RS T P . .
C7 C -0.01474(19) 0.7500 -0.03775(14) 0.0557(6) Uani 1 2 d S T P . .
C8 C -0.08913(19) 0.7500 0.02390(16) 0.0682(7) Uani 1 2 d S T P A .
H8 H -0.0680 0.7500 0.0779 0.082 Uiso 1 2 calc RS T P . .
C9 C -0.1934(2) 0.7500 0.00558(19) 0.0778(8) Uani 1 2 d S T P . .
H9 H -0.2419 0.7500 0.0474 0.093 Uiso 1 2 calc RS T P A .
C10 C -0.2264(2) 0.7500 -0.0727(2) 0.0820(9) Uani 1 2 d S T P A .
H10 H -0.2971 0.7500 -0.0845 0.098 Uiso 1 2 calc RS T P . .
C11 C -0.1555(2) 0.7500 -0.1333(2) 0.0891(9) Uani 1 2 d S T P . .
H11 H -0.1779 0.7500 -0.1870 0.107 Uiso 1 2 calc RS T P A .
C12 C -0.0509(2) 0.7500 -0.11680(16) 0.0729(8) Uani 1 2 d S T P A .
H12 H -0.0036 0.7500 -0.1595 0.087 Uiso 1 2 calc RS T P . .
C13 C 0.36670(18) 0.7500 0.19447(15) 0.0664(7) Uani 1 2 d S T P . .
H13 H 0.4241 0.7500 0.1553 0.080 Uiso 1 2 calc RS T P . .
C14 C 0.37664(16) 0.5751(3) 0.24476(12) 0.0918(8) Uani 1 1 d . . . . .
H14A H 0.3224 0.5722 0.2848 0.138 Uiso 1 1 calc GR . . . .
H14B H 0.4431 0.5738 0.2713 0.138 Uiso 1 1 calc GR . . . .
H14C H 0.3707 0.4679 0.2101 0.138 Uiso 1 1 calc GR . . . .
C15 C 0.3589(6) 0.8784(11) -0.1077(4) 0.129(2) Uani 0.5 1 d . . . A -1
H15A H 0.3016 0.9567 -0.0926 0.194 Uiso 0.5 1 calc GR . . A -1
H15B H 0.3596 0.8624 -0.1656 0.194 Uiso 0.5 1 calc GR . . A -1
H15C H 0.4228 0.9353 -0.0906 0.194 Uiso 0.5 1 calc GR . . A -1
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'
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
C1 O1 C5 110.00(18) . . ?
C1 N1 C2 112.0(2) . . ?
C1 N1 C13 123.9(2) . . ?
C2 N1 C13 124.16(19) . . ?
C2 N2 C3 121.3(2) . . ?
O2 C1 O1 121.8(2) . . ?
O2 C1 N1 130.4(2) . . ?
N1 C1 O1 107.8(2) . . ?
N1 C2 C5 103.58(18) . . ?
N2 C2 N1 119.8(2) . . ?
N2 C2 C5 136.7(2) . . ?
N2 C3 H3 110.3 . . ?
C4 C3 N2 112.6(3) . . ?
C4 C3 H3 110.3 . . ?
C15 C3 N2 100.5(3) . . ?
C15 C3 H3 110.3 . . ?
C15 C3 C4 112.5(5) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O1 C5 C2 106.59(18) . . ?
C6 C5 O1 120.7(2) . . ?
C6 C5 C2 132.7(2) . . ?
C5 C6 H6 114.6 . . ?
C5 C6 C7 130.9(2) . . ?
C7 C6 H6 114.6 . . ?
C8 C7 C6 124.0(2) . . ?
C12 C7 C6 118.9(2) . . ?
C12 C7 C8 117.0(2) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.6(3) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 120.9(3) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.3(3) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C7 C12 H12 119.5 . . ?
C11 C12 C7 121.1(3) . . ?
C11 C12 H12 119.5 . . ?
N1 C13 H13 107.3 . . ?
N1 C13 C14 111.11(13) . 7_575 ?
N1 C13 C14 111.11(13) . . ?
C14 C13 H13 107.3 7_575 . ?
C14 C13 H13 107.3 . . ?
C14 C13 C14 112.5(2) 7_575 . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C3 C15 H15A 109.5 . . ?
C3 C15 H15B 109.5 . . ?
C3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
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
O1 C1 1.378(3) . ?
O1 C5 1.391(3) . ?
O2 C1 1.191(3) . ?
N1 C1 1.357(3) . ?
N1 C2 1.405(3) . ?
N1 C13 1.479(3) . ?
N2 C2 1.260(3) . ?
N2 C3 1.519(5) . ?
C2 C5 1.482(3) . ?
C3 H3 0.9800 . ?
C3 C4 1.508(7) . ?
C3 C15 1.498(8) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.321(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.458(3) . ?
C7 C8 1.395(3) . ?
C7 C12 1.382(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.374(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.356(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.352(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.372(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9800 . ?
C13 C14 1.509(2) 7_575 ?
C13 C14 1.509(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C5 C6 C7 0.0 . . . . ?
N1 C2 C5 O1 0.0 . . . . ?
N1 C2 C5 C6 180.0 . . . . ?
N2 C2 C5 O1 180.0 . . . . ?
N2 C2 C5 C6 0.0 . . . . ?
C1 O1 C5 C2 0.0 . . . . ?
C1 O1 C5 C6 180.0 . . . . ?
C1 N1 C2 N2 180.0 . . . . ?
C1 N1 C2 C5 0.0 . . . . ?
C1 N1 C13 C14 63.05(16) . . . . ?
C1 N1 C13 C14 -63.05(16) . . . 7_575 ?
C2 N1 C1 O1 0.000(0) . . . . ?
C2 N1 C1 O2 180.000(0) . . . . ?
C2 N1 C13 C14 116.95(16) . . . 7_575 ?
C2 N1 C13 C14 -116.95(16) . . . . ?
C2 N2 C3 C4 -134.6(4) . . . . ?
C2 N2 C3 C15 105.4(4) . . . . ?
C2 C5 C6 C7 180.0 . . . . ?
C3 N2 C2 N1 161.3(2) . . . . ?
C3 N2 C2 C5 -18.7(2) . . . . ?
C5 O1 C1 O2 180.000(0) . . . . ?
C5 O1 C1 N1 0.000(0) . . . . ?
C5 C6 C7 C8 0.0 . . . . ?
C5 C6 C7 C12 180.000(0) . . . . ?
C6 C7 C8 C9 180.0 . . . . ?
C6 C7 C12 C11 180.000(0) . . . . ?
C7 C8 C9 C10 0.000(0) . . . . ?
C8 C7 C12 C11 0.000(0) . . . . ?
C8 C9 C10 C11 0.000(0) . . . . ?
C9 C10 C11 C12 0.000(0) . . . . ?
C10 C11 C12 C7 0.000(0) . . . . ?
C12 C7 C8 C9 0.0 . . . . ?
C13 N1 C1 O1 180.0 . . . . ?
C13 N1 C1 O2 0.000(0) . . . . ?
C13 N1 C2 N2 0.000(0) . . . . ?
C13 N1 C2 C5 180.0 . . . . ?
