#------------------------------------------------------------------------------
#$Date: 2021-12-07 04:52:53 +0200 (Tue, 07 Dec 2021) $
#$Revision: 271157 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/36/7243673.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_7243673
loop_
_publ_author_name
'Gundlapalli, Suman'
'Devarapalli, Ramesh'
'Mudda, Ramesh Reddy'
'Chennuru, Ramanaiah'
'Rupakula, Ravichandrababu'
_publ_section_title
;
 Novel solid forms of insomnia drug suvorexant with improved solubility
 and dissolution: accessing salts from a salt solvate route
;
_journal_issue                   44
_journal_name_full               CrystEngComm
_journal_page_first              7739
_journal_page_last               7749
_journal_paper_doi               10.1039/D1CE01269J
_journal_volume                  23
_journal_year                    2021
_chemical_formula_sum            'C20 H18 Cd N2 O4'
_chemical_formula_weight         462.76
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2020-08-20 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;
_cell_angle_alpha                114.49(3)
_cell_angle_beta                 104.24(3)
_cell_angle_gamma                103.92(3)
_cell_formula_units_Z            2
_cell_length_a                   9.3060(19)
_cell_length_b                   10.760(2)
_cell_length_c                   10.904(2)
_cell_measurement_reflns_used    4594
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      32.2
_cell_measurement_theta_min      2.2
_cell_volume                     887.5(5)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'AS QEGUI'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100.0(2)
_diffrn_measured_fraction_theta_full 0.932
_diffrn_measured_fraction_theta_max 0.732
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_measurement_method       'Omega Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_source         'MX2 Beamline Australian Synchrotron'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.710913
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 0.932
_diffrn_reflns_Laue_measured_fraction_max 0.732
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16141
_diffrn_reflns_point_group_measured_fraction_full 0.932
_diffrn_reflns_point_group_measured_fraction_max 0.732
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.205
_diffrn_reflns_theta_min         2.230
_exptl_absorpt_coefficient_mu    1.260
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1993'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_description       prism
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.480
_refine_diff_density_min         -1.647
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       0.024(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         4593
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0361
_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)+(0.0690P)²+0.3114P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1005
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4394
_reflns_number_total             4593
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce01269j5.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7243671--7243675.cif.
;
_cod_original_cell_volume        887.5(4)
_cod_database_code               7243673
_shelx_shelxl_version_number     2016/6
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
Cd Cd 0.84447(2) 0.84907(2) 1.01043(2) 0.01610(9) Uani 1 1 d . . . . .
O4 O 0.5612(2) 0.7823(2) 0.8976(2) 0.0264(4) Uani 1 1 d . . . . .
O2 O 0.9256(2) 1.16529(18) 0.83181(19) 0.0212(3) Uani 1 1 d . . . . .
O3 O 0.6435(2) 0.6807(2) 1.0258(2) 0.0254(4) Uani 1 1 d . . . . .
O1 O 0.8781(2) 1.00661(19) 0.9095(2) 0.0214(3) Uani 1 1 d . . . . .
N1 N 0.8637(3) 0.6511(2) 0.8268(2) 0.0180(4) Uani 1 1 d . . . . .
N2 N 0.8533(3) 0.0373(2) 0.2251(2) 0.0176(4) Uani 1 1 d . . . . .
C12 C 0.8449(3) 0.5227(2) 0.5807(2) 0.0177(4) Uani 1 1 d . . . . .
H12 H 0.831385 0.520972 0.492484 0.021 Uiso 1 1 calc R U . . .
C13 C 0.8483(3) 0.6434(2) 0.6985(2) 0.0178(4) Uani 1 1 d . . . . .
H13 H 0.839343 0.722924 0.687888 0.021 Uiso 1 1 calc R U . . .
C11 C 0.8622(3) 0.4034(2) 0.5956(2) 0.0171(4) Uani 1 1 d . . . . .
C16 C 0.9509(3) 0.0809(2) 0.3622(2) 0.0181(4) Uani 1 1 d . . . . .
H16 H 1.017584 0.031280 0.374133 0.022 Uiso 1 1 calc R U . . .
C10 C 0.8818(3) 0.4122(2) 0.7304(2) 0.0192(4) Uani 1 1 d . . . . .
H10 H 0.895969 0.336328 0.745609 0.023 Uiso 1 1 calc R U . . .
C18 C 0.7553(3) 0.2267(2) 0.3273(2) 0.0177(4) Uani 1 1 d . . . . .
H18 H 0.686592 0.273678 0.311963 0.021 Uiso 1 1 calc R U . . .
C15 C 0.9556(3) 0.1971(2) 0.4862(2) 0.0180(4) Uani 1 1 d . . . . .
H15 H 1.023196 0.223249 0.579080 0.022 Uiso 1 1 calc R U . . .
C9 C 0.8799(3) 0.5365(2) 0.8417(2) 0.0201(4) Uani 1 1 d . . . . .
H9 H 0.890151 0.540582 0.930474 0.024 Uiso 1 1 calc R U . . .
C14 C 0.8577(3) 0.2740(2) 0.4697(2) 0.0169(4) Uani 1 1 d . . . . .
C2 C 0.6460(3) 0.9326(3) 0.4946(3) 0.0234(5) Uani 1 1 d . . . . .
H2 H 0.683036 1.032375 0.522352 0.028 Uiso 1 1 calc R U . . .
C17 C 0.7571(3) 0.1094(2) 0.2097(2) 0.0189(4) Uani 1 1 d . . . . .
H17 H 0.688660 0.079349 0.115695 0.023 Uiso 1 1 calc R U . . .
C19 C 0.5330(3) 0.7010(3) 0.9527(3) 0.0228(5) Uani 1 1 d . . . . .
C4 C 0.5668(3) 0.6775(3) 0.3119(3) 0.0261(5) Uani 1 1 d . . . . .
H4 H 0.550147 0.607255 0.218166 0.031 Uiso 1 1 calc R U . . .
C3 C 0.6218(3) 0.8271(3) 0.3555(3) 0.0241(5) Uani 1 1 d . . . . .
H3 H 0.642502 0.856838 0.290627 0.029 Uiso 1 1 calc R U . . .
C1 C 0.6152(3) 0.8899(3) 0.5931(3) 0.0203(4) Uani 1 1 d . . . . .
C20 C 0.3607(4) 0.6297(3) 0.9340(3) 0.0295(5) Uani 1 1 d . . . . .
H20A H 0.335796 0.700481 1.005288 0.044 Uiso 1 1 calc R U . . .
H20B H 0.349392 0.545687 0.947410 0.044 Uiso 1 1 calc R U . . .
H20C H 0.288381 0.597999 0.837364 0.044 Uiso 1 1 calc R U . . .
C5 C 0.5370(3) 0.6337(3) 0.4097(3) 0.0262(5) Uani 1 1 d . . . . .
H5 H 0.500599 0.533712 0.381441 0.031 Uiso 1 1 calc R U . . .
C7 C 0.6504(3) 1.0065(3) 0.7478(3) 0.0225(5) Uani 1 1 d . . . . .
H7A H 0.620120 1.086352 0.746598 0.027 Uiso 1 1 calc R U . . .
H7B H 0.589219 0.963249 0.790478 0.027 Uiso 1 1 calc R U . . .
C6 C 0.5615(3) 0.7392(3) 0.5498(3) 0.0239(5) Uani 1 1 d . . . . .
H6 H 0.542146 0.709353 0.614996 0.029 Uiso 1 1 calc R U . . .
C8 C 0.8291(3) 1.0659(3) 0.8373(3) 0.0190(4) 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'
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'
Cd Cd -0.8075 1.2024 '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
N1 Cd N2 169.19(8) . 1_566 ?
N1 Cd O3 89.75(8) . . ?
N2 Cd O3 87.85(8) 1_566 . ?
N1 Cd O1 96.49(7) . . ?
N2 Cd O1 91.90(7) 1_566 . ?
O3 Cd O1 141.72(7) . . ?
N1 Cd O1 90.46(8) . 2_777 ?
N2 Cd O1 86.20(8) 1_566 2_777 ?
O3 Cd O1 149.03(7) . 2_777 ?
O1 Cd O1 68.91(8) . 2_777 ?
N1 Cd O4 97.50(9) . . ?
N2 Cd O4 89.80(9) 1_566 . ?
O3 Cd O4 55.33(7) . . ?
O1 Cd O4 86.39(7) . . ?
O1 Cd O4 154.79(7) 2_777 . ?
N1 Cd O2 82.60(8) . 2_777 ?
N2 Cd O2 87.14(8) 1_566 2_777 ?
O3 Cd O2 95.53(7) . 2_777 ?
O1 Cd O2 122.70(7) . 2_777 ?
O1 Cd O2 53.86(6) 2_777 2_777 ?
O4 Cd O2 150.81(6) . 2_777 ?
N1 Cd C19 95.08(9) . . ?
N2 Cd C19 87.66(9) 1_566 . ?
O3 Cd C19 27.64(8) . . ?
O1 Cd C19 114.09(8) . . ?
O1 Cd C19 173.27(7) 2_777 . ?
O4 Cd C19 27.73(7) . . ?
O2 Cd C19 123.09(8) 2_777 . ?
C19 O4 Cd 90.42(17) . . ?
C8 O2 Cd 90.37(15) . 2_777 ?
C19 O3 Cd 91.99(15) . . ?
C8 O1 Cd 154.48(18) . . ?
C8 O1 Cd 94.29(16) . 2_777 ?
Cd O1 Cd 111.09(8) . 2_777 ?
C13 N1 C9 117.8(2) . . ?
C13 N1 Cd 120.36(15) . . ?
C9 N1 Cd 121.70(15) . . ?
C17 N2 C16 118.0(2) . . ?
C17 N2 Cd 117.09(15) . 1_544 ?
C16 N2 Cd 124.91(16) . 1_544 ?
C13 C12 C11 119.3(2) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
N1 C13 C12 123.2(2) . . ?
N1 C13 H13 118.4 . . ?
C12 C13 H13 118.4 . . ?
C10 C11 C12 117.8(2) . . ?
C10 C11 C14 122.76(19) . . ?
C12 C11 C14 119.47(19) . . ?
N2 C16 C15 122.7(2) . . ?
N2 C16 H16 118.7 . . ?
C15 C16 H16 118.7 . . ?
C9 C10 C11 118.9(2) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C17 C18 C14 119.4(2) . . ?
C17 C18 H18 120.3 . . ?
C14 C18 H18 120.3 . . ?
C16 C15 C14 119.2(2) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
N1 C9 C10 123.0(2) . . ?
N1 C9 H9 118.5 . . ?
C10 C9 H9 118.5 . . ?
C15 C14 C18 117.7(2) . . ?
C15 C14 C11 122.4(2) . . ?
C18 C14 C11 119.9(2) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
N2 C17 C18 122.9(2) . . ?
N2 C17 H17 118.5 . . ?
C18 C17 H17 118.5 . . ?
O3 C19 O4 122.1(2) . . ?
O3 C19 C20 119.2(2) . . ?
O4 C19 C20 118.7(3) . . ?
O3 C19 Cd 60.38(14) . . ?
O4 C19 Cd 61.85(15) . . ?
C20 C19 Cd 174.65(18) . . ?
C3 C4 C5 119.4(2) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C2 C3 C4 120.7(2) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C2 C1 C6 118.9(2) . . ?
C2 C1 C7 120.1(2) . . ?
C6 C1 C7 120.9(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C4 C5 C6 120.1(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C8 C7 C1 108.2(2) . . ?
C8 C7 H7A 110.1 . . ?
C1 C7 H7A 110.1 . . ?
C8 C7 H7B 110.1 . . ?
C1 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
C5 C6 C1 120.4(2) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
O2 C8 O1 121.5(2) . . ?
O2 C8 C7 119.8(2) . . ?
O1 C8 C7 118.6(2) . . ?
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
Cd N1 2.324(2) . ?
Cd N2 2.341(2) 1_566 ?
Cd O3 2.363(2) . ?
Cd O1 2.3759(18) . ?
Cd O1 2.382(2) 2_777 ?
Cd O4 2.396(2) . ?
Cd O2 2.476(2) 2_777 ?
Cd C19 2.717(3) . ?
O4 C19 1.264(3) . ?
O2 C8 1.253(3) . ?
O3 C19 1.261(3) . ?
O1 C8 1.270(3) . ?
N1 C13 1.335(3) . ?
N1 C9 1.346(3) . ?
N2 C17 1.342(3) . ?
N2 C16 1.350(3) . ?
C12 C13 1.384(3) . ?
C12 C11 1.400(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C11 C10 1.395(3) . ?
C11 C14 1.478(3) . ?
C16 C15 1.391(3) . ?
C16 H16 0.9300 . ?
C10 C9 1.393(3) . ?
C10 H10 0.9300 . ?
C18 C17 1.385(3) . ?
C18 C14 1.400(3) . ?
C18 H18 0.9300 . ?
C15 C14 1.398(3) . ?
C15 H15 0.9300 . ?
C9 H9 0.9300 . ?
C2 C3 1.386(4) . ?
C2 C1 1.394(3) . ?
C2 H2 0.9300 . ?
C17 H17 0.9300 . ?
C19 C20 1.523(4) . ?
C4 C3 1.389(4) . ?
C4 C5 1.392(4) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C1 C6 1.401(3) . ?
C1 C7 1.517(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C5 C6 1.393(4) . ?
C5 H5 0.9300 . ?
C7 C8 1.517(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6 0.9300 . ?
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
C9 N1 C13 C12 1.3(4) . . . . ?
Cd N1 C13 C12 -174.38(18) . . . . ?
C11 C12 C13 N1 -1.6(4) . . . . ?
C13 C12 C11 C10 0.1(4) . . . . ?
C13 C12 C11 C14 179.6(2) . . . . ?
C17 N2 C16 C15 -0.3(3) . . . . ?
Cd N2 C16 C15 177.64(17) 1_544 . . . ?
C12 C11 C10 C9 1.4(4) . . . . ?
C14 C11 C10 C9 -178.1(2) . . . . ?
N2 C16 C15 C14 -0.9(4) . . . . ?
C13 N1 C9 C10 0.3(4) . . . . ?
Cd N1 C9 C10 175.96(19) . . . . ?
C11 C10 C9 N1 -1.7(4) . . . . ?
C16 C15 C14 C18 1.8(3) . . . . ?
C16 C15 C14 C11 -176.8(2) . . . . ?
C17 C18 C14 C15 -1.4(3) . . . . ?
C17 C18 C14 C11 177.2(2) . . . . ?
C10 C11 C14 C15 -37.8(4) . . . . ?
C12 C11 C14 C15 142.7(2) . . . . ?
C10 C11 C14 C18 143.7(2) . . . . ?
C12 C11 C14 C18 -35.8(3) . . . . ?
C16 N2 C17 C18 0.7(3) . . . . ?
Cd N2 C17 C18 -177.40(17) 1_544 . . . ?
C14 C18 C17 N2 0.2(4) . . . . ?
Cd O3 C19 O4 4.0(3) . . . . ?
Cd O3 C19 C20 -173.9(2) . . . . ?
Cd O4 C19 O3 -4.0(3) . . . . ?
Cd O4 C19 C20 173.9(2) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C5 C4 C3 C2 -0.4(4) . . . . ?
C3 C2 C1 C6 0.9(4) . . . . ?
C3 C2 C1 C7 176.7(2) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C2 C1 C7 C8 -80.3(3) . . . . ?
C6 C1 C7 C8 95.5(3) . . . . ?
C4 C5 C6 C1 0.5(4) . . . . ?
C2 C1 C6 C5 -1.0(4) . . . . ?
C7 C1 C6 C5 -176.9(2) . . . . ?
Cd O2 C8 O1 0.2(2) 2_777 . . . ?
Cd O2 C8 C7 -175.55(19) 2_777 . . . ?
Cd O1 C8 O2 174.1(2) . . . . ?
Cd O1 C8 O2 -0.2(2) 2_777 . . . ?
Cd O1 C8 C7 -10.1(5) . . . . ?
Cd O1 C8 C7 175.59(18) 2_777 . . . ?
C1 C7 C8 O2 82.8(3) . . . . ?
C1 C7 C8 O1 -93.1(3) . . . . ?
