# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_20180911aa_0m
_audit_block_doi                 10.5517/ccdc.csd.cc24twhc
_database_code_depnum_ccdc_archive 'CCDC 1991083'
loop_
_audit_author_name
_audit_author_address
'Wenjuan Ji'
;Shanxi normal university
China
;
_audit_update_record             
;
2020-03-18 deposited with the CCDC.	2020-06-10 downloaded from the CCDC.
;
_audit_creation_date             2020-02-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C19 H12 Ca0.5 O10 Zn'
_chemical_formula_sum            'C19 H12 Ca0.50 O10 Zn'
_chemical_formula_weight         485.70
_chemical_melting_point          ?
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'
Ca Ca 0.2262 0.3064 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   27.761(3)
_cell_length_b                   15.927(2)
_cell_length_c                   13.7189(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.167(2)
_cell_angle_gamma                90.00
_cell_volume                     5444.1(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9955
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      2.50
_cell_measurement_theta_min      28.34
_exptl_absorpt_coefficient_mu    1.037
_exptl_absorpt_correction_T_max  0.713
_exptl_absorpt_correction_T_min  0.664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            clorless
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.350
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6775
_diffrn_reflns_theta_full        28.37
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         2.56
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6061
_reflns_number_total             6775
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.415
_refine_diff_density_min         -1.214
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.205
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         6775
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      1.205
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0843P)²+1.4914P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1263
_refine_ls_wR_factor_ref         0.1292
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C13(H13), C17(H17), C7(H7), C15(H15), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.133391(7) 0.325887(12) 0.245950(16) 0.02137(9) Uani 1 d . . 1 . . .
Ca1 Ca 0.2500 0.2500 0.5000 0.02456(13) Uani 1 d . . 2 S T P
C5 C 0.00584(8) 0.17338(12) 0.54145(16) 0.0274(4) Uani 1 d . . 1 . . .
H5 H -0.0160 0.1568 0.5735 0.033 Uiso 1 calc . . 1 R . .
C19 C 0.19375(8) 0.17303(11) 1.24196(16) 0.0267(4) Uani 1 d . . 1 . . .
O1 O 0.09479(6) 0.30844(10) 0.33305(13) 0.0355(3) Uani 1 d . . 1 . . .
O2 O 0.15914(6) 0.22900(10) 0.45632(13) 0.0371(3) Uani 1 d . . 1 . . .
O5 O 0.06502(6) 0.05223(10) 0.61224(13) 0.0388(4) Uani 1 d . . 1 . . .
O6 O 0.11484(6) 0.02790(10) 0.89376(11) 0.0370(3) Uani 1 d . . 1 . . .
C13 C 0.20207(7) -0.01737(12) 1.02852(15) 0.0285(4) Uani 1 d . . 1 . . .
H13 H 0.2049 -0.0572 0.9817 0.034 Uiso 1 calc . . 1 R . .
C17 C 0.15509(7) 0.09723(12) 1.06268(15) 0.0282(4) Uani 1 d . . 1 . . .
H17 H 0.1259 0.1335 1.0387 0.034 Uiso 1 calc . . 1 R . .
C14 C 0.24233(7) -0.01014(11) 1.13371(15) 0.0269(4) Uani 1 d . . 1 . . .
C18 C 0.28666(7) -0.07325(12) 1.16859(16) 0.0290(4) Uani 1 d . . 1 . . .
C7 C 0.02602(7) 0.27077(12) 0.42945(15) 0.0267(4) Uani 1 d . . 1 . . .
H7 H 0.0164 0.3168 0.3829 0.032 Uiso 1 calc . . 1 R . .
C15 C 0.23981(7) 0.05052(12) 1.20381(15) 0.0290(4) Uani 1 d . . 1 . . .
H15 H 0.2669 0.0548 1.2743 0.035 Uiso 1 calc . . 1 R . .
C16 C 0.19600(7) 0.10509(11) 1.16708(15) 0.0259(4) Uani 1 d . . 1 . . .
C2 C 0.07265(7) 0.22561(12) 0.45004(15) 0.0265(4) Uani 1 d . . 1 . . .
C1 C 0.11256(8) 0.25595(12) 0.41089(16) 0.0278(4) Uani 1 d . . 1 . . .
C10 C 0.06344(8) -0.05102(12) 0.73284(15) 0.0298(4) Uani 1 d . . 1 . . .
H10A H 0.0661 -0.0927 0.6840 0.036 Uiso 1 calc . . 1 R . .
H10B H 0.0420 -0.0749 0.7657 0.036 Uiso 1 calc . . 1 R . .
C11 C 0.11872(8) -0.03315(12) 0.82073(15) 0.0299(4) Uani 1 d . . 1 . . .
H11A H 0.1347 -0.0844 0.8599 0.036 Uiso 1 calc . . 1 R . .
H11B H 0.1414 -0.0119 0.7890 0.036 Uiso 1 calc . . 1 R . .
C4 C 0.05011(7) 0.12587(12) 0.55522(15) 0.0276(4) Uani 1 d . . 1 . . .
O4 O -0.06615(8) 0.29564(14) 0.54455(15) 0.0550(5) Uani 1 d . . 1 . . .
C8 C -0.05104(7) 0.30178(13) 0.47261(15) 0.0288(4) Uani 1 d . . 1 . . .
C3 C 0.08429(8) 0.15320(13) 0.51214(16) 0.0291(4) Uani 1 d . . 1 . . .
H3 H 0.1151 0.1227 0.5251 0.035 Uiso 1 calc . . 1 R . .
C9 C 0.03482(7) 0.02532(13) 0.66749(15) 0.0286(4) Uani 1 d . . 1 . . .
H9A H -0.0015 0.0111 0.6159 0.034 Uiso 1 calc . . 1 R . .
H9B H 0.0333 0.0693 0.7150 0.034 Uiso 1 calc . . 1 R . .
C6 C -0.00576(7) 0.24643(12) 0.47903(14) 0.0247(3) Uani 1 d . . 1 . . .
C12 C 0.15768(7) 0.03483(12) 0.99328(14) 0.0271(4) Uani 1 d . . 1 . . .
O10 O 0.15404(6) 0.22270(10) 1.19898(12) 0.0391(4) Uani 1 d . . 1 . . .
O7 O 0.28358(6) -0.13304(9) 1.10795(13) 0.0394(4) Uani 1 d . . 1 . . .
O3 O -0.07061(5) 0.35470(9) 0.39467(11) 0.0307(3) Uani 1 d . . 1 . . .
O9 O 0.22886(6) 0.17578(9) 1.33679(13) 0.0383(4) Uani 1 d . . 1 . . .
O8 O 0.32692(6) -0.06608(11) 1.25884(13) 0.0461(4) Uani 1 d . . 1 . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
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
Zn1 Ca1 3.7599(4) . ?
Zn1 O1 1.9449(14) . ?
Zn1 C18 2.5665(18) 4_556 ?
Zn1 O10 1.9417(14) 1_554 ?
Zn1 O7 2.3841(15) 4_556 ?
Zn1 O3 2.0011(13) 2 ?
Zn1 O8 2.0598(15) 4_556 ?
Ca1 Zn1 3.7599(4) 7_556 ?
Ca1 O2 2.3453(14) 7_556 ?
Ca1 O2 2.3453(14) . ?
Ca1 O7 2.3054(15) 4_556 ?
Ca1 O7 2.3054(15) 6 ?
Ca1 O9 2.3657(15) 7_557 ?
Ca1 O9 2.3657(15) 1_554 ?
C5 C4 1.383(3) . ?
C5 C6 1.395(2) . ?
C19 C16 1.512(2) . ?
C19 O10 1.271(2) . ?
C19 O9 1.235(3) . ?
O1 C1 1.272(2) . ?
O2 C1 1.238(2) . ?
O5 C4 1.369(2) . ?
O5 C9 1.422(2) . ?
O6 C11 1.434(2) . ?
O6 C12 1.363(2) . ?
C13 C14 1.386(2) . ?
C13 C12 1.385(2) . ?
C17 C16 1.386(3) . ?
C17 C12 1.400(2) . ?
C14 C18 1.495(2) . ?
C14 C15 1.387(2) . ?
C18 Zn1 2.5665(18) 4_546 ?
C18 O7 1.242(2) . ?
C18 O8 1.255(2) . ?
C7 C2 1.397(2) . ?
C7 C6 1.386(2) . ?
C15 C16 1.396(2) . ?
C2 C1 1.508(2) . ?
C2 C3 1.385(3) . ?
C10 C11 1.503(3) . ?
C10 C9 1.512(3) . ?
C4 C3 1.391(3) . ?
O4 C8 1.235(3) . ?
C8 C6 1.506(2) . ?
C8 O3 1.279(2) . ?
O10 Zn1 1.9417(14) 1_556 ?
O7 Zn1 2.3841(15) 4_546 ?
O7 Ca1 2.3054(15) 4_546 ?
O3 Zn1 2.0011(13) 2 ?
O9 Ca1 2.3657(15) 1_556 ?
O8 Zn1 2.0598(15) 4_546 ?

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
O1 Zn1 Ca1 82.36(5) . . ?
O1 Zn1 C18 114.12(7) . 4_556 ?
O1 Zn1 O7 96.49(6) . 4_556 ?
O1 Zn1 O3 98.25(6) . 2 ?
O1 Zn1 O8 125.90(8) . 4_556 ?
C18 Zn1 Ca1 63.90(4) 4_556 . ?
O10 Zn1 Ca1 77.06(4) 1_554 . ?
O10 Zn1 O1 113.96(7) 1_554 . ?
O10 Zn1 C18 111.04(7) 1_554 4_556 ?
O10 Zn1 O7 101.17(6) 1_554 4_556 ?
O10 Zn1 O3 97.65(6) 1_554 2 ?
O10 Zn1 O8 117.14(8) 1_554 4_556 ?
O7 Zn1 Ca1 35.99(4) 4_556 . ?
O7 Zn1 C18 28.77(6) 4_556 4_556 ?
O3 Zn1 Ca1 174.37(4) 2 . ?
O3 Zn1 C18 120.47(6) 2 4_556 ?
O3 Zn1 O7 148.84(6) 2 4_556 ?
O3 Zn1 O8 91.63(6) 2 4_556 ?
O8 Zn1 Ca1 92.53(4) 4_556 . ?
O8 Zn1 C18 28.92(6) 4_556 4_556 ?
O8 Zn1 O7 57.67(5) 4_556 4_556 ?
Zn1 Ca1 Zn1 180.0 . 7_556 ?
O2 Ca1 Zn1 54.53(4) 7_556 7_556 ?
O2 Ca1 Zn1 54.53(4) . . ?
O2 Ca1 Zn1 125.47(4) . 7_556 ?
O2 Ca1 Zn1 125.47(4) 7_556 . ?
O2 Ca1 O2 180.0 7_556 . ?
O2 Ca1 O9 84.09(6) 7_556 7_557 ?
O2 Ca1 O9 95.91(6) . 7_557 ?
O2 Ca1 O9 84.09(6) . 1_554 ?
O2 Ca1 O9 95.91(6) 7_556 1_554 ?
O7 Ca1 Zn1 142.58(4) 4_556 7_556 ?
O7 Ca1 Zn1 37.42(4) 4_556 . ?
O7 Ca1 Zn1 142.58(4) 6 . ?
O7 Ca1 Zn1 37.42(4) 6 7_556 ?
O7 Ca1 O2 82.33(5) 6 7_556 ?
O7 Ca1 O2 97.67(5) 4_556 7_556 ?
O7 Ca1 O2 82.33(5) 4_556 . ?
O7 Ca1 O2 97.67(5) 6 . ?
O7 Ca1 O7 180.0 4_556 6 ?
O7 Ca1 O9 93.76(6) 6 1_554 ?
O7 Ca1 O9 86.24(6) 4_556 1_554 ?
O7 Ca1 O9 93.76(6) 4_556 7_557 ?
O7 Ca1 O9 86.24(6) 6 7_557 ?
O9 Ca1 Zn1 118.00(4) 7_557 . ?
O9 Ca1 Zn1 118.00(4) 1_554 7_556 ?
O9 Ca1 Zn1 62.00(4) 1_554 . ?
O9 Ca1 Zn1 62.00(4) 7_557 7_556 ?
O9 Ca1 O9 180.000(1) 7_557 1_554 ?
C4 C5 C6 119.38(17) . . ?
O10 C19 C16 114.67(17) . . ?
O9 C19 C16 119.40(16) . . ?
O9 C19 O10 125.92(17) . . ?
C1 O1 Zn1 119.67(12) . . ?
C1 O2 Ca1 147.75(13) . . ?
C4 O5 C9 117.54(15) . . ?
C12 O6 C11 116.97(14) . . ?
C12 C13 C14 119.88(16) . . ?
C16 C17 C12 120.16(16) . . ?
C13 C14 C18 116.70(16) . . ?
C15 C14 C13 121.05(16) . . ?
C15 C14 C18 122.19(16) . . ?
C14 C18 Zn1 172.40(14) . 4_546 ?
O7 C18 Zn1 67.44(10) . 4_546 ?
O7 C18 C14 119.82(17) . . ?
O7 C18 O8 119.92(17) . . ?
O8 C18 Zn1 52.53(9) . 4_546 ?
O8 C18 C14 120.27(17) . . ?
C6 C7 C2 119.38(17) . . ?
C14 C15 C16 119.08(17) . . ?
C17 C16 C19 120.40(16) . . ?
C17 C16 C15 120.21(16) . . ?
C15 C16 C19 119.40(16) . . ?
C7 C2 C1 121.60(17) . . ?
C3 C2 C7 119.83(16) . . ?
C3 C2 C1 118.50(16) . . ?
O1 C1 C2 115.84(17) . . ?
O2 C1 O1 125.63(17) . . ?
O2 C1 C2 118.54(17) . . ?
C9 C10 C11 114.03(16) . . ?
O6 C11 C10 108.93(15) . . ?
C5 C4 C3 120.15(17) . . ?
O5 C4 C5 124.98(16) . . ?
O5 C4 C3 114.84(16) . . ?
O4 C8 C6 118.42(18) . . ?
O4 C8 O3 123.47(18) . . ?
O3 C8 C6 118.06(17) . . ?
C4 C3 C2 120.28(17) . . ?
O5 C9 C10 106.23(15) . . ?
C5 C6 C8 119.00(16) . . ?
C7 C6 C5 120.65(17) . . ?
C7 C6 C8 120.21(17) . . ?
O6 C12 C13 123.36(16) . . ?
O6 C12 C17 117.06(15) . . ?
C13 C12 C17 119.56(16) . . ?
C19 O10 Zn1 134.06(13) . 1_556 ?
Ca1 O7 Zn1 106.59(6) 4_546 4_546 ?
C18 O7 Zn1 83.79(12) . 4_546 ?
C18 O7 Ca1 159.80(15) . 4_546 ?
C8 O3 Zn1 121.54(13) . 2 ?
C19 O9 Ca1 139.96(13) . 1_556 ?
C18 O8 Zn1 98.55(12) . 4_546 ?

_olex2_submission_special_instructions 'No special instructions were received'

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.005 0.491 -0.016 2179 225 ' '
_platon_squeeze_details          
;
;
